p-Toluenesulfonic acid → HCID 13517259, compound

HRID 568763Notes

Reaction equation

HRID 568763 reaction equation
[OH:1][C:2]1([CH3:9])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]1[CH3:8].C1(C)C=CC(S(O)(=O)=O)=CC=1.[C:21](OC(=O)C)(=[O:23])[CH3:22]>>[C:21]([O:1][C:2]1([CH3:9])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]1[CH3:8])(=[O:23])[CH3:22]

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 7918Acetic AnhydrideHCID 13517271HCID 13517271, compound

Product 1

HCID 13517259HCID 13517259, compound

Procedure

Into the same flask as used in Example 1, dl-3-hydroxy-2,3-dimethyl-4-cyclopentenone (12.6 g), p-toluenesulfonic acid (0.5 g) and acetic anhydride (30 g) were charged, and the resultant mixture was stirred at 80°-100° C. for 3 hours. After completion of the reaction, the reaction mixture was subjected to the same work-up as in Example 2 to give 16.2 g of dl-3-acetoxy-2,3-dimethyl-4-cyclopentenone. Yield, 96.5%. B.P., 52°-55° C./0.4-0.5 mmHg).

Workup

  1. customAfter completion of the reaction

Sources & evidence

ORD record
ord-4162229eb8c34c368e280b69030a3128
Source dataset
uspto-grants-1988_03
Patent number
US04729953

Reaction notes

Loading…