3-(Benzyloxy)-4-methoxyphenol

Base Information

• Chemical Name: 3-(Benzyloxy)-4-methoxyphenol
• CAS No.: 40914-19-0
• Molecular Formula: C14H14O3
• Molecular Weight: 230.263
• Hs Code.: 2909500000
• DSSTox Substance ID: DTXSID60543105
• Nikkaji Number: J1.464.747C
• Wikidata: Q82419943
• Mol file: 40914-19-0.mol

Synonyms:3-(benzyloxy)-4-methoxyphenol;40914-19-0;3-BENZYLOXY-4-METHOXYPHENOL;4-methoxy-3-phenylmethoxyphenol;3-Benzyloxy-4-methoxy-phenol;Phenol, 4-methoxy-3-(phenylmethoxy)-;SCHEMBL6035592;DTXSID60543105;GUYAGMJZETTWMM-UHFFFAOYSA-N;MFCD00598066;AKOS022657297

Chemical Property of 3-(Benzyloxy)-4-methoxyphenol

Chemical Property:

• PSA: 38.69000
• LogP: 2.97980
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 230.094294304
• Heavy Atom Count: 17
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

3-(Benzyloxy)-4-methoxyphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)O)OCC2=CC=CC=C2
• Uses: 3-(Benzyloxy)-4-methoxyphenol is a reactant used in the synthesis of lamellarin α sulfate analogues as anti-HIV-1 agents.

Technology Process of 3-(Benzyloxy)-4-methoxyphenol

There total 5 articles about 3-(Benzyloxy)-4-methoxyphenol 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: 99.0%

3-(benzyloxy)-4-methoxyphenyl formate (40914-18-9) → 3-benzyloxy-4-methoxyphenol (40914-19-0)

Guidance literature:

With water; potassium carbonate; In methanol; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/hlca.201000306

Reference yield: 92.0%

3-benzyloxy-4-methoxybenzaldehyde (6346-05-0) → 3-benzyloxy-4-methoxyphenol (40914-19-0)

Guidance literature:

3-benzyloxy-4-methoxybenzaldehyde; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; water; at 0 ℃; for 3h; Inert atmosphere;

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2011.10.030

Reference yield:

isovanillin (621-59-0) → 3-benzyloxy-4-methoxyphenol (40914-19-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / K₂CO₃ / dimethylformamide / 18 h / 20 °C

2: 84 percent / MCPBA / CH₂Cl₂ / 2 h / 20 °C

3: 79 percent / NaOMe; MeOH / 0.5 h / 20 °C

With methanol; sodium methylate; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; 2: Baeyer-Villiger oxidation;

DOI:10.1016/S0960-894X(00)00596-5

upstream raw materials:

3-(benzyloxy)-4-methoxyphenyl formate

3-benzyloxy-4-methoxybenzaldehyde

isovanillin

benzyl chloride

Downstream raw materials:

5-benzyloxy-2-hydroxymethyl-4-methoxy-phenol

ethyl 4-(3-benzyloxy-4-methoxyphenoxy)-3-bromobenzoate

ethyl 2-[3-(benzyloxy)-4-methoxyphenoxy]-2-methylpropanoate