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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 618425Generated: November 2, 2026

Tetrahydrofuran → (2S)-Cyclopentyl-(4-methylphenyl)acetic acid

https://huagongshe.com/reaction/618425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant2-Cyclopentyl-2-(p-tolyl)acetic acidHCID 18949887—
SolventWaterHCID 962—
Product(2S)-Cyclopentyl-(4-methylphenyl)acetic acidHCID 28293121—

Reaction Conditions

Temperature60 °C

Reaction Steps

2.4 l of THF and 129.7 g (1.28 mol) of triethylamine are added, with stirring, to a suspension of 560 g (2.57 mol) of the compound from Example I in 4.8 l of water. The resulting solution is heated to 60° C., 155.4 g (1.28 mmol) of (S)-(-)-phenethylamine are added and the resulting suspension is stirred for 2 h at 60° C. The reaction mixture is cooled to 20° C., the precipitate is filtered off by suction, washed with 2.4 l of water/THF (2:1) and dried under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05952498
Source datasetuspto-grants-1999_09
ORD IDord-337b9306ece6462ca98c42e9b260b275
Source noteuspto-grants-1999_09