p-Toluenesulfonic acid → HCID 22841569, compound

HRID 1382729Notes

Reaction equation

HRID 1382729 reaction equation
[CH2:1]([C@@:4]12[C@@H:21]3[C@H:12]([C@H:13]4[C@@:17]([CH2:19][CH2:20]3)([CH3:18])[C:16](=[O:22])[CH2:15][CH2:14]4)[CH2:11][C:10](=[CH2:23])[C:9]1=[CH:8][C:7](=[O:24])[CH2:6][CH2:5]2)[C:2]#[CH:3].C1(C)C=CC(S(O)(=O)=O)=CC=1>O1CCOCC1>[CH2:1]([C@@:4]12[C@@H:21]3[C@H:12]([C@H:13]4[C@@:17]([CH2:19][CH2:20]3)([CH3:18])[C:16](=[O:22])[CH2:15][CH2:14]4)[CH2:11][C:10](=[CH2:23])[C:9]1=[CH:8][C:7](=[O:24])[CH:6]=[CH:5]2)[C:2]#[CH:3]

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 22841568HCID 22841568, compound

Product 1

HCID 22841569HCID 22841569, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 480 mg of 10β-(2-propynyl)-6-methylenestr-4-ene-3,17-dione in 15 ml of dioxane are added 511 mg of dichlorodicyanoquinone (DDQ) and 571 mg of p-toluenesulfonic acid, and the mixture is refluxed for half an hour.

Workup

  1. temperaturethe mixture is refluxed for half an hour

Sources & evidence

ORD record
ord-2c8961b954494f9bba609ff4ebe8953d
Source dataset
uspto-grants-1989_02
Patent number
US04808578

Reaction notes

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