Water → 4-(1-Methylethenyl)cyclohexanone

HRID 1419801Notes

Reaction equation

HRID 1419801 reaction equation
C[Si](C)(C)[O:3][C:4]1[CH2:9][CH2:8][CH:7]([C:10]([CH3:12])=[CH2:11])[CH2:6][CH:5]=1.O>CN(C)C.C(Cl)Cl>[C:10]([CH:7]1[CH2:8][CH2:9][C:4](=[O:3])[CH2:5][CH2:6]1)([CH3:12])=[CH2:11]

Participants

5

Reactant 2

HCID 962WaterHCID 543729751-Trimethylsilyloxy-4-isopropenyl-1-cyclohexene

Product 1

HCID 5492914-(1-Methylethenyl)cyclohexanone

Reagents, catalysts & solvents 2

HCID 1146TrimethylamineSolventHCID 6344DichloromethaneSolvent

Procedure

4.1 g of a 37% strength solution of HF in trimethylamine were added dropwise with stirring at room temperature to 8.0 g (0.038 mol) of 1-trimethylsilyloxy-4-isopropenyl-1-cyclohexene in 100 ml of CH2Cl2, and the mixture was subsequently stirred for 2 hours. Water was added, extraction was carried out with CH2Cl21 and the combined organic phases were dried and concentrated. 4.7 g (90% of theory) were obtained of a colorless oil which was reacted without further purification.

Workup

  1. extractionextraction
  2. customthe combined organic phases were dried
  3. concentrationconcentrated
  4. custom4.7 g (90% of theory) were obtained of a colorless oil which
  5. customwas reacted without further purification

Sources & evidence

ORD record
ord-fd930b73f53c4092b797bdffdb489ac2
Source dataset
uspto-grants-1999_03
Patent number
US05889012

Reaction notes

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