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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386947Generated: November 1, 2026

Sodium hydride → HCID 69829960, compound

https://huagongshe.com/reaction/1386947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantMethyl 3-fluoro-4-hydroxybenzoateHCID 7019368—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 69829960HCID 6982996085%

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 3-fluoro-4-hydroxy-benzoic acid methyl ester (2.5 g, 14.7 mmol), NaH suspension in oil (55%) (641 mg, 14.7 mmol), KI (244 mg, 14.7 mmol, 0.1 eq.) and tert.butyl bromoacetate (3.44 g, 17.6 mmol 1.2 eq.) in dimethoxyethane (20 ml) was heated to 70° C. for 16 hrs. After evaporation of the solvent the residue was chromatographed over 120 g SiO2 (Merck 230-400 mesh) with EtOAc/nHexane 7:93, affording the title compound (3.53 g, 85% yield) as a colorless liquid. MS: m/e=284 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265426B1
Source datasetuspto-grants-2001_07
ORD IDord-f66d236a48ee41f3beb916d89ffc1125
Source noteuspto-grants-2001_07