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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480708Generated: October 26, 2026

Sodium Hydroxide → 3-(1-tert-Butoxycarbonyl-1-methylethoxy)phenylacetic Acid

https://huagongshe.com/reaction/480708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactanttert-Butyl 2-[3-(Allyloxycarbonylmethyl)phenoxy]-2-methylpropionateHCID 18766493—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product3-(1-tert-Butoxycarbonyl-1-methylethoxy)phenylacetic AcidHCID 18766414—

Reaction Steps

tert-Butyl 2-[3-(allyloxycarbonylmethyl)phenoxy]-2-methylpropionate (3.35 g, 10.62 mmol) was dissolved in methanol (40 mL) and tetrahydrofuran (40 mL). Subsequently, an aqueous 2M sodium hydroxide solution (40 mL) was added thereto, and the mixture was stirred for three hours at room temperature. The resultant mixture was concentrated under reduced pressure, and the resultant concentrate was acidified with 3M hydrochloric acid. The mixture was extracted with chloroform, followed by drying over sodium sulfate and concentration under reduced pressure, whereby the target compound was obtained (2.98 g, 10.12 mmol, 95.5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06653334B1
Source datasetuspto-grants-2003_11
ORD IDord-63ebdbbe60e9437a88813724a30867c2
Source noteuspto-grants-2003_11