2-Benzyliden-3-phenylbernsteinsaeure

Base Information

• Chemical Name: 2-Benzyliden-3-phenylbernsteinsaeure
• CAS No.: 32980-49-7
• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.296
• Mol file: 32980-49-7.mol

Synonyms:

Chemical Property of 2-Benzyliden-3-phenylbernsteinsaeure

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Benzyliden-3-phenylbernsteinsaeure

There total 2 articles about 2-Benzyliden-3-phenylbernsteinsaeure 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:

dimethyl 2-phenylsuccinate (15463-92-0) + benzaldehyde (100-52-7) → 2-Benzyliden-3-phenylbernsteinsaeure (32980-49-7)

Guidance literature:

With potassium hydroxide; potassium tert-butylate; Yield given. Multistep reaction; 1.) t-BuOH, 40 deg C, 17 h, 2.) EtOH, H₂O, reflux, 2 h;

DOI:10.1248/cpb.40.2525

Reference yield:

diethyl phenylsuccinate (34861-81-9) + benzaldehyde (100-52-7) → 2-Benzyliden-3-phenylbernsteinsaeure (32980-49-7)

Guidance literature:

Multistep reaction; (i) LiNH₂, (ii) /BRN= 471223/, (iii) (saponification);

DOI:10.1021/jo00969a006

Reference yield:

2-Benzyliden-3-phenylbernsteinsaeure (32980-49-7) → (3S*,4R*)-4-methyl-3-phenyl-4-(phenylmethyl)dihydro-2(3H)-furanone

Guidance literature:

Multi-step reaction with 4 steps

1: acetic anhydride / 1 h / Heating

2: 1.) ether, RT, 3 h, 2.) xylene, reflux, 30 min

3: 51 percent / NaBH₄ / tetrahydrofuran / 2 h / 0 °C

4: 62 percent / H₂ / 5percent Pd/C / acetic acid / 50 °C / 1 Torr

With sodium tetrahydroborate; hydrogen; acetic anhydride; palladium on activated charcoal; In tetrahydrofuran; acetic acid;

DOI:10.1248/cpb.40.2525

upstream raw materials:

diethyl phenylsuccinate

benzaldehyde

dimethyl 2-phenylsuccinate

Downstream raw materials:

1-phenyl-5-(phenylmethyl)-3-oxabicyclo<3.1.0>hexan-2-one

5-phenyl-1-(phenylmethyl)-3-oxabicyclo<3.1.0>hexan-2-one

1-phenyl-5-(phenylmethyl)-3-oxabicyclo<3.1.0>hexane-2,4-dione