4-BENZYLOXY-2-HYDROXY-BENZOIC ACID

Base Information

• Chemical Name: 4-BENZYLOXY-2-HYDROXY-BENZOIC ACID
• CAS No.: 5448-45-3
• Molecular Formula: C14H12O4
• Molecular Weight: 244.247
• Hs Code.: 2918990090
• Mol file: 5448-45-3.mol

Synonyms:4-(Benzyloxy)-2-hydroxybenzoic acid;

Chemical Property of 4-BENZYLOXY-2-HYDROXY-BENZOIC ACID

Chemical Property:

• Vapor Pressure: 2.22E-08mmHg at 25°C
• Melting Point: 180-181.5 °C(Solv: benzene (71-43-2))
• Refractive Index: 1.634
• Boiling Point: 436.2 °C at 760 mmHg
• PKA: 3.21±0.10(Predicted)
• Flash Point: 168.4 °C
• PSA: 66.76000
• Density: 1.319 g/cm³
• LogP: 2.66940
• Solubility.: Chloroform; Methanol; Acetone

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-4-(phenylmethoxy)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Hydroxy-4-(phenylmethoxy)benzoic Acid is an intermediate used in the synthesis of 4-Hydroxy Flecainide (H942485), which is an analogue of Flecainide (F390000).

Technology Process of 4-BENZYLOXY-2-HYDROXY-BENZOIC ACID

There total 9 articles about 4-BENZYLOXY-2-HYDROXY-BENZOIC 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: 95.0%

2,4-bis(benzyloxy)benzoic acid (85593-77-7) → 4-(benzyloxy)-2-hydroxybenzoic acid (5448-45-3)

Guidance literature:

With piperazine; In N,N-dimethyl acetamide; at 150 ℃; for 0.5h;

DOI:10.1055/s-2000-6244

Reference yield: 93.0%

4-(benzyloxy)-2-methoxybenzoic acid (85607-79-0) → 4-(benzyloxy)-2-hydroxybenzoic acid (5448-45-3)

Guidance literature:

With piperazine; In N,N-dimethyl acetamide; at 150 ℃; for 0.2h;

DOI:10.1055/s-2000-6244

Reference yield: 39.0%

4-hydroxysalicylic acid (89-86-1) + benzyl bromide (100-39-0) → 4-(benzyloxy)-2-hydroxybenzoic acid (5448-45-3)

Guidance literature:

4-hydroxysalicylic acid; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 7h;

With hydrogenchloride; In water; N,N-dimethyl-formamide; mineral oil; pH=1 - 3; regioselective reaction;

DOI:10.1016/j.bmc.2011.06.058

upstream raw materials:

4-hydroxysalicylic acid

benzyl chloride

methyl 2-hydroxy-4-benzyloxybenzoate

4-(benzyloxy)-2-methoxybenzoic acid

Downstream raw materials:

4-benzyloxy-2-(9-hydroxynonyloxy)benzoic acid lactone

4-benzyloxy-2-(9-hydroxy-5-oxanonyloxy)benzoic acid lactone

4-benzyloxy-2-(9-hydroxy-5-oxononyloxy)benzoic acid lactone

Refernces

• 1、 -. "Compounds". Page/Page column 39. . Retrieved 2008/06/13.
• 2、 Astles,Brown,Handscombe,Harper,Harris,Lewis,Lockey,McCarthy,McLay,Porter,Roach,Smith,Walsh. "Selective endothelin A receptor ligands. 1. Discovery and structure-activity of 2,4-disubstituted benzoic acid derivatives". . p. 409 - 423. Retrieved 2007/10/03.