4-(benzyloxy)-3-fluorobenzoic acid

Base Information

• Chemical Name: 4-(benzyloxy)-3-fluorobenzoic acid
• CAS No.: 152552-64-2
• Molecular Formula: C14H11FO3
• Molecular Weight: 246.238
• Mol file: 152552-64-2.mol

Synonyms:3-fluoro-4-benzyloxybenzoic acid;4-benzyloxy-3-fluorobenzoic acid;Benzoic acid,3-fluoro-4-(phenylmethoxy);

Chemical Property of 4-(benzyloxy)-3-fluorobenzoic acid

Chemical Property:

• PSA: 46.53000
• LogP: 3.10290

Purity/Quality:

4-Benzyloxy-3-fluorobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(benzyloxy)-3-fluorobenzoic acid

There total 8 articles about 4-(benzyloxy)-3-fluorobenzoic acid 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: 90.0%

benzyl-4-(benzyloxy)-3-fluorobenzoate (1379604-20-2) → 4-(benzyloxy)-3-fluorobenzoic acid (152552-64-2)

Guidance literature:

benzyl-4-(benzyloxy)-3-fluorobenzoate; With water; sodium hydroxide; In tetrahydrofuran; methanol; for 18h;

With hydrogenchloride; In tetrahydrofuran; methanol; water; pH=3; Cooling with ice;

Reference yield:

3-fluoro-4-hydroxybenzoic acid (350-29-8) + benzyl bromide (100-39-0) → 4-(benzyloxy)-3-fluorobenzoic acid (152552-64-2)

Guidance literature:

3-fluoro-4-hydroxybenzoic acid; With sulfuric acid; In methanol; for 24h; Reflux;

benzyl bromide; With potassium carbonate; In methanol; N,N-dimethyl-formamide; at 70 ℃; for 0.5h;

With water; sodium hydroxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; at 50 ℃; for 2h;

Reference yield:

4-bromo-2-fluorophenol (2105-94-4) → 4-(benzyloxy)-3-fluorobenzoic acid (152552-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: K₂CO₃ / butan-2-one

2.1: n-BuLi / tetrahydrofuran

2.2: tetrahydrofuran

2.3: HOAc

With n-butyllithium; potassium carbonate; In tetrahydrofuran; butanone;

DOI:10.1080/10587250108025297

upstream raw materials:

carbon dioxide

1-benzyloxy-4-bromo-2-fluorobenzene

4-bromo-2-fluorophenol

benzyl bromide

Downstream raw materials:

4-Benzyloxy-3-fluoro-benzoic acid (R)-1-ethyl-heptyl ester

4-benzyloxy-N-[3-tert-butyl-2-methoxy-5-(2-methoxy-pyridin-3-yl)-phenyl]-2-fluoro-benzamide

4-(benzyloxy)-3-fluoro-N-methylbenzamide

3-fluoro-4-hydroxy-N-methylbenzamide

Refernces

• 1、 -. "BICYCLIC COMPOUND". Paragraph 0977; 0978. . Retrieved 2014/09/03.
• 2、 -. "AMIDE DERIVATIVES BEARING A CYCLOPROPYLAMINOACARBONYL SUBSTITUENT USEFUL AS CYTO KINE INHIBITORS". Page/Page column 42. . Retrieved 2010/02/12.