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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913770Generated: November 1, 2026

Lithium Hydroxide → 2-(4-(Tert-butoxycarbonyl)phenyl)acetic acid

https://huagongshe.com/reaction/1913770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
ReactantTert-butyl 4-((methoxycarbonyl)methyl)benzoateHCID 57611856—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product2-(4-(Tert-butoxycarbonyl)phenyl)acetic acidHCID 5985451890.6%

Reaction Steps

A solution of 4.2 g (16.78 mmol) of tert-butyl 4-(2-methoxy-2-oxoethyl)benzoate in 50 ml of water and 50 ml of THF is mixed with 0.8 g (33.6 mmol) of lithium hydroxide and stirred at room temperature for 1 hour. The phases are separated and the aqueous phase is adjusted to pH 3 with 2 M hydrochloric acid. It is extracted with ethyl acetate. The organic phase is then washed with sodium chloride solution, dried over sodium sulphate and evaporated. 3.6 g (15.2 mmol, 87% yield) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609727B2
Source datasetuspto-grants-2013_12
ORD IDord-82a26dd3524d423295cd878441a65f93
Source noteuspto-grants-2013_12