Ethyl 4-(benzyloxy)-2-hydroxy-6-methylbenzoate

Base Information

• Chemical Name: Ethyl 4-(benzyloxy)-2-hydroxy-6-methylbenzoate
• CAS No.: 39503-11-2
• Molecular Formula: C17H18O4
• Molecular Weight: 286.328
• DSSTox Substance ID: DTXSID80559945
• Wikidata: Q82442837
• Mol file: 39503-11-2.mol

Synonyms:ethyl 4-(benzyloxy)-2-hydroxy-6-methylbenzoate;39503-11-2;SCHEMBL1390623;DTXSID80559945;BNAGKEKBEJEVFJ-UHFFFAOYSA-N;Ethyl 4-benzyloxy-2-hydroxy-6-methyl-benzoate;Ethyl-4-benzyloxy-2-hydroxy-6-methyl-benzoate

Chemical Property of Ethyl 4-(benzyloxy)-2-hydroxy-6-methylbenzoate

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 286.12050905
• Heavy Atom Count: 21
• Complexity: 325

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=C(C=C1C)OCC2=CC=CC=C2)O

Technology Process of Ethyl 4-(benzyloxy)-2-hydroxy-6-methylbenzoate

There total 4 articles about Ethyl 4-(benzyloxy)-2-hydroxy-6-methylbenzoate 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: 88.0%

ethyl orselinate (2524-37-0) + benzyl bromide (100-39-0) → ethyl 4-(benzyloxy)-2-hydroxy-6-methylbenzoate (39503-11-2)

Guidance literature:

With potassium carbonate; In acetone; for 24h; Heating;

DOI:10.1021/ol062233m

Reference yield:

ethyl 3,5-dibromo-2,4-dihydroxy-6-methyl benzoate (21855-46-9) → ethyl 4-(benzyloxy)-2-hydroxy-6-methylbenzoate (39503-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Ni/Al, NaOH

2: K₂CO₃ / acetone / 12 h / Ambient temperature

With sodium hydroxide; nickel; potassium carbonate; aluminium; In acetone;

DOI:10.1016/0040-4039(94)88274-6

Reference yield:

ethyl 6-methylhydroresorcylate (159663-34-0) → ethyl 4-(benzyloxy)-2-hydroxy-6-methylbenzoate (39503-11-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Br₂ / acetic acid

2: Ni/Al, NaOH

3: K₂CO₃ / acetone / 12 h / Ambient temperature

With sodium hydroxide; bromine; nickel; potassium carbonate; aluminium; In acetic acid; acetone;

DOI:10.1016/0040-4039(94)88274-6

upstream raw materials:

ethyl orselinate

benzyl bromide

ethyl 3,5-dibromo-2,4-dihydroxy-6-methyl benzoate

ethyl 6-methylhydroresorcylate

Downstream raw materials:

ethyl 4-benzyloxy-2-methoxy-6-methylbenzoate

ethyl 4-benzyloxy-2-methyl-6-[4-(quinolin-2-ylmethoxy)-butoxy]-benzoate

benzyl 4-(4'-benzyloxy-3'-chloro-6'-hydroxy-2'-methoxybenzoyloxy)-3-chloro-2,6-dihydroxybenzoate

benzyl-4-(4'-benzyloxy-3'-chloro-6'-hydroxy-2'-methoxybenzoyloxy)-2,6-dihydroxybenzoate