2-phenyl-2-vinyloxetane

Base Information

• Chemical Name: 2-phenyl-2-vinyloxetane
• CAS No.: 1392318-50-1
• Molecular Formula: C₁₁H₁₂O
• Molecular Weight: 160.216
• Mol file: 1392318-50-1.mol

Synonyms:2-phenyl-2-vinyloxetane

Chemical Property of 2-phenyl-2-vinyloxetane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-phenyl-2-vinyloxetane

There total 2 articles about 2-phenyl-2-vinyloxetane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

5-chloro-3-phenylpent-1-en-3-ol (716324-25-3) → 2-phenyl-2-vinyloxetane (1392318-50-1)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide; mineral oil; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201201367

Reference yield:

3-chloropropiophenone (936-59-4) → 2-phenyl-2-vinyloxetane (1392318-50-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: cerium(III) chloride heptahydrate / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

1.2: 3 h / -78 °C / Inert atmosphere

2.1: sodium hydride / dimethyl sulfoxide; mineral oil / 0.5 h / 20 °C / Inert atmosphere

With cerium(III) chloride heptahydrate; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide; mineral oil;

DOI:10.1002/anie.201201367

Reference yield: 98.0%

2-phenyl-2-vinyloxetane (1392318-50-1) + C23H19NO4S → (R,E)-8-(4-methoxyphenyl)-4-phenyl-1-tosyl-1,5,6,8-tetrahydro-2H-benzofuro[2,3-c][1,5]oxazecine

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (Sa,S)-Bn-DTB-SIPHOX; In dichloromethane; at 40 ℃; for 19h; enantioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201711648

upstream raw materials:

5-chloro-3-phenylpent-1-en-3-ol

3-chloropropiophenone

Downstream raw materials:

4-phenyl-5,6-dihydro-2H-pyran

Refernces

• 1、 Guo,Njardarson. "Z-Selective ring opening of vinyl oxetanes with dialkyl dithiophosphate nucleophiles". supporting information. p. 10802 - 10804. Retrieved 2013/11/06.