4-(Hydroxymethyl)-2-methoxyphenyl acetate

Base Information

• Chemical Name: 4-(Hydroxymethyl)-2-methoxyphenyl acetate
• CAS No.: 60835-68-9
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 2915390090
• DSSTox Substance ID: DTXSID30456899
• Nikkaji Number: J494.630H
• Wikidata: Q82279503
• Mol file: 60835-68-9.mol

Synonyms:60835-68-9;4-(hydroxymethyl)-2-methoxyphenyl acetate;[4-(hydroxymethyl)-2-methoxyphenyl] acetate;Benzenemethanol,4-(acetyloxy)-3-methoxy-;4-(Hydroxymethyl)-2-methoxyphenylAcetate;SCHEMBL101653;DTXSID30456899;4-acetoxy-3-methoxybenzyl alcohol;XSLCJVWNAYMBLQ-UHFFFAOYSA-N;AKOS000124832;NCGC00170653-01;PK04_094309;BRD-K03875722-001-01-2

Chemical Property of 4-(Hydroxymethyl)-2-methoxyphenyl acetate

Chemical Property:

• Boiling Point: 298.3 °C at 760 mmHg
• Flash Point: 114.3 °C
• PSA: 55.76000
• Density: 1.189 g/cm³
• LogP: 1.11280
• Solubility.: Dichloromethane
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

99%, ^*data from raw suppliers

4-(Hydroxymethyl)-2-methoxyphenylAcetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=C(C=C(C=C1)CO)OC
• Uses: 4-(Hydroxymethyl)-2-methoxyphenyl Acetate is an intermediate in synthesizing 3-(4-Hydroxy-3-methoxybenzyl)-4-hydroxy-5-methoxybenzaldehyde (H946080), one of the taste compounds in cured vanilla beans.

Technology Process of 4-(Hydroxymethyl)-2-methoxyphenyl acetate

There total 7 articles about 4-(Hydroxymethyl)-2-methoxyphenyl acetate 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: 91.0%

vanillin acetate (881-68-5) → 4-(hydroxymethyl)-2-methoxyphenyl acetate (60835-68-9)

Guidance literature:

With sulfurated borohydride exchange resin; In methanol; at 25 ℃; for 0.25h;

DOI:10.1081/SCC-100105677

Reference yield: 89.0%

4-hydroxymethyl-2-methoxyphenol (498-00-0) + 1-acetyl-1H-1,2,3-triazolo<4,5-b>pyridine (107866-54-6) → 4-(hydroxymethyl)-2-methoxyphenyl acetate (60835-68-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4039(00)85125-4

Reference yield: 83.3%

vinyl acetate (108-05-4,9003-20-7) + 4-hydroxymethyl-2-methoxyphenol (498-00-0) → 4-acetoxymethyl-2-methoxyphenyl acetate (17574-14-0) + 4-(hydroxymethyl)-2-methoxyphenyl acetate (60835-68-9)

Guidance literature:

With rubidium fluoride; In acetonitrile; at 80 ℃; for 2h;

DOI:10.1007/s00706-013-1019-2

upstream raw materials:

vanillin acetate

4-hydroxymethyl-2-methoxyphenol

1-acetyl-1H-1,2,3-triazolo<4,5-b>pyridine

acetic anhydride

Downstream raw materials:

Acetic acid 4-(4-hydroxymethyl-2-methoxy-phenoxymethyl)-2-methoxy-phenyl ester

4-{[(hexylcarbamoyl)oxy]methyl}-2-methoxyphenyl acetate

2-methoxy-4-({[(2-methoxyethyl)carbamoyl]oxy}methyl)phenyl acetate

4-{[(decylcarbamoyl)oxy]methyl}-2-methoxyphenyl acetate

Refernces

• 1、 Miyazawa, Toshifumi,Yamamoto, Masato,Danjo, Hiroshi. "Selective acylation of the phenolic hydroxyl of (hydroxyalkyl)phenols by using vinyl carboxylates as acyl donors in the presence of rubidium fluoride". . p. 1351 - 1354. Retrieved 2013/10/01.
• 2、 -. "Substituted benzyl ester derivative and use thereof". Page/Page column 22. . Retrieved 2011/08/03.