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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1047894Generated: October 31, 2026

Sodium borohydride → 2-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoic acid methyl ester

https://huagongshe.com/reaction/1047894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant2-Cyclobutoxy-5-formyl-3-methyl-benzoic acid methyl esterHCID 59314239—
SolventHexaneHCID 8058—
Product2-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoic acid methyl esterHCID 5931408284%

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of 2-cyclobutoxy-5-formyl-3-methyl-benzoic acid methyl ester (676 mg, 2.7 mmol), silica gel (5.15 g) and NaBH4 (103 mg, 2.7 mmol) in hexane (30 mL) is heated at 40° C. overnight. The mixture is cooled to RT and filtered, washing the solids with EtOAc (15 mL) and diethyl ether (15 mL). The filtrate is concentrated in vacuo to give product (283) as viscous yellow oil (566 mg, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569535B2
Source datasetuspto-grants-2013_10
ORD IDord-aa9d54cd49b54462ba41a249d39edb05
Source noteuspto-grants-2013_10