(2-phenyl-1,3-oxazol-5-yl)methanol

 

 (2-Phenyloxazol-5-yl)methanol; cas 238433-75-5; (2-Phenyl-oxazol-5-yl)-methanol;

Molecular Formula:	C10H9NO2
Molecular Weight:	175.18396 g/mol

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(2-phenyl-1,3-oxazol-5-yl)methanol

C1=CC=C(C=C1)C2=NC=C(O2)CO
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Bhutan

Country in South Asia

Bhutan, a Buddhist kingdom on the Himalayas’ eastern edge, is a land of monasteries, fortresses (or dzongs) and dramatic topography ranging from subtropical plains to steep mountains and valleys. In the High Himalayas, peaks such as 7,326m Jomolhari are a destination for serious trekkers. Taktsang Palphug (Tiger’s Nest) monastery, a sacred site, clings to cliffs above the forested Paro Valley.

Capital: Thimphu

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5-methylene-2-phenyl-4,5-dihydrooxazole

5-methylene-2-phenyl-4,5-dihydrooxazole 2:

 in a dried, round-bottomed Schlenk-flask, 3.18 g (20 mmol) of propargyl amide 1 were dissolved in 60 mL of dry DCM. Then, 62 mg (0.5 mol %) of IPrAuCl and 39 mg (0.5 mol %) of AgNTf2 were added under an atmosphere of nitrogen. The reaction mixture was stirred for 24 h at room temperature. The solvent was evaporated, a small amount of PE/EA was added, and the raw product was purified by column chromatography on silica (PE/EA 15:1) to yield 2.94 g (18.4 mmol, 92%) of oxazoline 2 as a light yellow oil. Rf (PE/EA 5:1 = 0.66). 

1H NMR (300 MHz, CDCl3) δ = 4.34 (q, J = 2.7 Hz, 1H), 4.63 (t,J = 2.9 Hz, 2H), 4.80 (q, J = 3.0 Hz, 1H), 7.55–7.35 (m, 3H), 8.01–7.90 (m, 2H). GC-MS (EI) m/z = 159.0 (M), 144.0 (M – CH2 – H), 131.1, 117.0, 103.0, 89.0, 77.0 (Ph).
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TIBET

Tibet

Region in China

Tibet is a region on the Tibetan Plateau in China, Asia. It is the traditional homeland of the Tibetan people as well as some other ethnic groups such as Monpa, Qiang and Lhoba peoples and is now also ...Wikipedia

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5-(hydroperoxymethyl)-2-phenyloxazole ....Safe and Fast Flow Synthesis of Functionalized Oxazoles with Molecular Oxygen in a Microstructured Reactor

The synthesis of hydroperoxymethyl oxazoles by oxidation of alkylideneoxazoles with molecular oxygen was implemented in a microstructured reactor for increased safety and larger-scale applications. Elaborate studies on the influence of pressure and temperature were performed, and the apparent activation energy for the oxidation reaction was determined. Elevated temperatures up to 100 °C and pressures up to 18 bar(a) led to a conversion rate of approximately 90% within 4 h of the reaction time, thus displaying the high potential and beneficial effect of using a microreactor setup with liquid recycle loop for this oxidation. The in situ reduction of the generated hydroperoxide functionality shows the capability of this setup for follow-up transformations.

5-(hydroperoxymethyl)-2-phenyloxazole

Oxazole–hydroperoxide 3as a colorless solid. R_f (PE/EA 3:1 = 0.31).

¹H NMR (30 MHz, CDCl₃) δ = 4.98 (s, 2H), 7.12 (s, 1H), 7.49–7.29 (m, 3H), 7.88–7.75 (m, 2H), 10.16 (s, 1H). GC-MS (EI) m/z = 173.1 (M – OH), 144.1 (M – CH₂OOH), 116.1 (M – C₆H₅ + 2H), 89.1.

Safe and Fast Flow Synthesis of Functionalized Oxazoles with Molecular Oxygen in a Microstructured Reactor

Sarah Bay^†, Tobias Baumeister^‡, A. Stephen K. Hashmi^†§, and Thorsten Röder^*‡

^† Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg,Germany

^‡ Institute of Chemical Process Engineering, Mannheim University of Applied Sciences, Paul-Wittsack-Str. 10, 68163 Mannheim, Germany

^§ Chemistry Department, Faculty of Science, King Abdulaziz University (KAU), 21589 Jeddah, Saudi Arabia

Org. Process Res. Dev., Article ASAP

DOI: 10.1021/acs.oprd.6b00118

*E-mail: t.roeder@hs-mannheim.de. Telephone: +49 621 292 6800.

http://pubs.acs.org/doi/abs/10.1021/acs.oprd.6b00118

Organisch-Chemisches Institut                                     
Im Neuenheimer Feld 270
69120 Heidelberg
Germany

Institute of Chemical Process Engineering, Mannheim University of Applied Sciences, Paul-Wittsack-Str. 10, 68163 Mannheim, Germany

Panorama picture of the Campus in July 2006

Thorsten Röder

Prof. Dr.

Professor (Full)

Hochschule Mannheim, Mannheim · Institute of Chemical Process Engineering

Research experience

• Sep 2009–present

  Professor (Full)

  Hochschule Mannheim · Institute of Chemical Process Engineering
  Germany · Mannheim
• Sep 2005–Aug 2009

  Laboratory Head

  Novartis · Chemical and Analytical Process Development
  Switzerland · Basel
• Sep 1999–Aug 2004

  PhD Student

  Universität Paderborn · Department of Chemistry · Physical Chemistry Prof. Kitzerow
  Germany · Paderborn

 Teaching experience

• Sep 2009–present

  Professor (Full)

  Hochschule Mannheim · Institute of Chemical Process Engineering
  Germany
  Lectures in: Chemical Reaction Engineering Thermodynamic Microreactors & Nanotechnology CFD Practical Course: Chemical Reaction Engineering

Education

• Oct 1999–Oct 2004

  Universität Paderborn

  Physical Chemistry · Dr. rer. nat.
  Germany · Paderborn
• Sep 1994–Sep 1999

  Universität Paderborn

  Chemistry · Diplom Chemiker
  Germany

Prof. Dr. A. Stephen K. Hashmi

E-Mail hashmi@hashmi.de

/////////Safe and Fast,  Flow Synthesis, Functionalized Oxazoles, Molecular Oxygen, Microstructured Reactor






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