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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1077216Generated: October 31, 2026

Benzene → HCID 86733487, compound

https://huagongshe.com/reaction/1077216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium HydroxideHCID 14798—
ReactantGon-4-en-3-one, 13-ethyl-17-hydroxy-, (17beta)-(+-)-HCID 10039774—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Solvent3,4-dihydro-2H-pyranHCID 8080—
ProductHCID 86733487HCID 86733487—

Reaction Steps

Add with swirling a solution of p-toluenesulfonic acid (14 mg) in benzene (0.8 mole) to dl-17β-hydroxy-13-ethylgon-4-en-3-one (450 mg) in 2,3-dihydropyran (3 ml). After two hours, neutralize the reaction mixture with methanolic sodium hydroxide. Add water, together with some methanol, scratch the mixture and allow it to stand at 0° for about 70 hours. Filter to obtain the title compound (100 mg), m.p. 148°-152°; infrared absorption peaks at 6.0 μ, 6.2 μ, 9.02 μ, 9.42 μ, 9.68 μ, 9.85 μ, 10.25 μ (no hydroxyl band).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03959322
Source datasetuspto-grants-1976_05
ORD IDord-0606933d419a4bd599a271e95890969a
Source noteuspto-grants-1976_05