Acetic Anhydride → 1-Methyl-4-oxo-5-pentylcyclopent-2-en-1-yl acetate

HRID 568762Notes

Reaction equation

HRID 568762 reaction equation
[OH:1][C:2]1([CH3:13])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]1[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:14](OC(=O)C)(=[O:16])[CH3:15]>C(N(CC)CC)C>[C:14]([O:1][C:2]1([CH3:13])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]1[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:16])[CH3:15]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13137234HCID 13137234, compound

Product 1

HCID 135172551-Methyl-4-oxo-5-pentylcyclopent-2-en-1-yl acetate

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

Into the same flask as used in Example 1, dl-3-hydroxy-2-n-pentyl-3-methyl-4-cyclopentenone (18.2 g), triethylamine (0.1 g) and acetic anhydride (36 g) were charged, and the resultant mixture was stirred at 60°-80° C. for 3 hours. After completion of the reaction, the reaction mixture was subjected to the same work-up as in Example 1 to give 21.9 g of dl-3-acetoxy-2-n-pentyl-3-methyl-4-cyclopentenone. Yield, 98%. B.P., 100°-110° C./0.1-0.3 mmHg).

Workup

  1. customAfter completion of the reaction

Sources & evidence

ORD record
ord-9f45e4b61f8c422593f1fc787c080016
Source dataset
uspto-grants-1988_03
Patent number
US04729953

Reaction notes

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