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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755807Generated: November 3, 2026

Trifluoroacetic acid → Methyl (2-oxo-3-benzyl-5-methyl-cyclohept-4-en-1-yl)-ethanoate

https://huagongshe.com/reaction/1755807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantMethyl (1-t-butyloxycarbonyl-2-oxo-3-benzyl-5-methyl-cyclohept-4-en-1-yl)-ethanoateHCID 57015558—
SolventDichloromethaneHCID 6344—
ProductMethyl (2-oxo-3-benzyl-5-methyl-cyclohept-4-en-1-yl)-ethanoateHCID 56988104—

Reaction Steps

To a stirred solution of the above di-ester (22) (1.35 g) in CH2Cl2 (20 mL) was added trifluoroacetic acid (80 mL). After stirring for 45 min the reaction was evaporated to dryness and re-evaporated twice with fresh toluene to remove any residual TFA. The oil which remained was then taken up in toluene (100 mL) and refluxed under Ar for 1 h. The product (23) was obtained after evaporation and purification by flash chromatography on silica gel eluted with 10% ethyl acetate in n-hexane (0.85 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05438118
Source datasetuspto-grants-1995_08
ORD IDord-d6472122aa2e46d6a12ebdbcc9e8661d
Source noteuspto-grants-1995_08