2-[(E)-butadienesulfonyl]-1-phenylethyl 2-bromoacrylate

Base Information

• Chemical Name: 2-[(E)-butadienesulfonyl]-1-phenylethyl 2-bromoacrylate
• CAS No.: 862672-95-5
• Molecular Formula: C₁₅H₁₅BrO₄S
• Molecular Weight: 371.252
• Mol file: 862672-95-5.mol

Synonyms:2-[(E)-butadienesulfonyl]-1-phenylethyl 2-bromoacrylate

Chemical Property of 2-[(E)-butadienesulfonyl]-1-phenylethyl 2-bromoacrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(E)-butadienesulfonyl]-1-phenylethyl 2-bromoacrylate

There total 3 articles about 2-[(E)-butadienesulfonyl]-1-phenylethyl 2-bromoacrylate 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: 47.0%

2-[(E)-butadienesulfonyl]-1-phenylethanol (862672-84-2) + 2-bromo-2-propenoic acid (10443-65-9) → 2-[(E)-butadienesulfonyl]-1-phenylethyl 2-bromoacrylate (862672-95-5)

Guidance literature:

2-bromo-2-propenoic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; at 0 ℃; for 1.33333h;

2-[(E)-butadienesulfonyl]-1-phenylethanol; With lithium chloride; In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1021/ol050930t

Reference yield:

2-[(Z)-butadienesulfonyl]-1-phenylethanol (862672-80-8) → 2-[(E)-butadienesulfonyl]-1-phenylethyl 2-bromoacrylate (862672-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 4.29 g / DMAP / CH₂Cl₂ / 48 h / 20 °C

2.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 1.33 h / 0 °C

2.2: 47 percent / LiCl / tetrahydrofuran / 15 h / 20 °C

With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol050930t

Reference yield:

2-[(Z)-butadienesulfonyl]-1-phenylethanone (862672-76-2) → 2-[(E)-butadienesulfonyl]-1-phenylethyl 2-bromoacrylate (862672-95-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 92 percent / NaBH₄ / methanol; H₂O / 1.25 h / -5 °C

2.1: 4.29 g / DMAP / CH₂Cl₂ / 48 h / 20 °C

3.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 1.33 h / 0 °C

3.2: 47 percent / LiCl / tetrahydrofuran / 15 h / 20 °C

With dmap; sodium tetrahydroborate; 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/ol050930t

upstream raw materials:

2-[(E)-butadienesulfonyl]-1-phenylethanol

2-bromo-2-propenoic acid

2-[(Z)-butadienesulfonyl]-1-phenylethanol

2-[(Z)-butadienesulfonyl]-1-phenylethanone