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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1077197Generated: October 31, 2026

Benzenepropanoyl chloride → 13beta-Propyl-17beta-(3-phenylpropionoxy)-gon-4-en-3-one

https://huagongshe.com/reaction/1077197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenepropanoyl chlorideHCID 64801—
Reactant13beta-Propyl-17beta-hydroxy-gon-4-en-3-oneHCID 68143321—
SolventBenzeneHCID 241—
SolventPyridineHCID 1049—
Product13beta-Propyl-17beta-(3-phenylpropionoxy)-gon-4-en-3-oneHCID 22790420—

Reaction Steps

Add 3-phenylpropionyl chloride (2.9 g.) in benzene (10 cc.) to 13β-propyl-17β-hydroxy-gon-4-en-3-one (2.5 g.) in pyridine at -10°. Pour the mixture into ice water and extract with benzene-ether. Wash, dry and evaporate the extracts to a gum and purify by chromatography upon Florex. Recrystallize from ethyl acetate-hexane to obtain the title compound, m.p. 104°-108°. Ultraviolet absorption peak at 240 mμ (ε16,000); infrared absorption peaks at 5.76, 6.00 μ.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03959322
Source datasetuspto-grants-1976_05
ORD IDord-a51419fbb8814d1fb4e223aec13d665c
Source noteuspto-grants-1976_05