3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride

Base Information

• Chemical Name: 3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride
• CAS No.: 81615-17-0
• Molecular Formula: C₂₃H₁₉ClO₃
• Molecular Weight: 378.855
• Mol file: 81615-17-0.mol

Synonyms:3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride

Chemical Property of 3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride

There total 4 articles about 3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride 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:

3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile (35249-62-8) → 3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride (81615-17-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / boron tribromide / CH₂Cl₂ / 3 h / Ambient temperature

2: 96 percent / potassium carbonate / dimethylformamide / 16 h

3: 61 percent / sodium amide / Fe(NO₃)3 / liquid ammonia / 1.5 h / -33 °C

4: 93 percent / aq. KOH; ethanol / 16 h / Heating

5: thionyl chloride / dimethyl formamide / 1.) room temp., 1 h; 2.) reflux, 15 min

With thionyl chloride; boron tribromide; potassium carbonate; sodium amide; ferric nitrate; N,N-dimethyl-formamide; In potassium hydroxide; ethanol; dichloromethane; ammonia; N,N-dimethyl-formamide;

DOI:10.1002/recl.19821010903

Reference yield:

3-(2-bromo-4,5-dihydroxyphenyl)propionitrile (84003-65-6) → 3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride (81615-17-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / potassium carbonate / dimethylformamide / 16 h

2: 61 percent / sodium amide / Fe(NO₃)3 / liquid ammonia / 1.5 h / -33 °C

3: 93 percent / aq. KOH; ethanol / 16 h / Heating

4: thionyl chloride / dimethyl formamide / 1.) room temp., 1 h; 2.) reflux, 15 min

With thionyl chloride; potassium carbonate; sodium amide; ferric nitrate; N,N-dimethyl-formamide; In potassium hydroxide; ethanol; ammonia; N,N-dimethyl-formamide;

DOI:10.1002/recl.19821010903

Reference yield:

3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carbonitrile (81615-14-7) → 3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxylic acid chloride (81615-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / aq. KOH; ethanol / 16 h / Heating

2: thionyl chloride / dimethyl formamide / 1.) room temp., 1 h; 2.) reflux, 15 min

With thionyl chloride; N,N-dimethyl-formamide; In potassium hydroxide; ethanol;

DOI:10.1002/recl.19821010903

upstream raw materials:

3-(2-bromo-4,5-dimethoxyphenyl)propanenitrile

3-(2-bromo-4,5-dihydroxyphenyl)propionitrile

3,4-bis(benzyloxy)bicyclo<4.2.0>octa-1,3,5-triene-7-carbonitrile

3-<2-bromo-4,5-bis(benzyloxy)phenyl>propionitrile

Downstream raw materials:

3,4-bis(benzyloxy)-N-<2-(3,4-dimethoxyphenyl)ethyl>-N-(2-oxoethyl)bicyclo<4.2.0>octa-1,3,5-triene-7-carboxamide

Refernces