Acetic Acid → 3-Acetoxycyclohexene

HRID 1834325Notes

Reaction equation

HRID 1834325 reaction equation
[CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[C:7]([OH:10])(=[O:9])[CH3:8]>[Cu+2]>[C:7]([O:10][CH:1]1[CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1)(=[O:9])[CH3:8]

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 8079Cyclohexene

Product 1

HCID 111161483-Acetoxycyclohexene

Reagents, catalysts & solvents 1

HCID 27099Cupric cationCatalyst

Conditions

Temperature
90 °C

Procedure

A mixture of 0.3 g of di-L-prolinato Copper (II), 15 ml of cyclohexene, 20 ml of acetic acid and 5 ml of t-butyl peroxybehzoate was heated with stirring at 90° C for 5 hours in a nitogen atmosphere. After cooling, the reaction mixture was treated in the same manner as in Example 1 to obtain 2.50 g of 2-cyclohexenyl acetate.

Workup

  1. temperaturewas heated
  2. temperatureAfter cooling
  3. additionthe reaction mixture was treated in the same manner as in Example 1

Sources & evidence

ORD record
ord-fad0429df1d64dc69b3d80086e9d059e
Source dataset
uspto-grants-1978_01
Patent number
US04069385

Reaction notes

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