Hydrochloric Acid → 152549-55-8

HRID 1415722Notes

Reaction equation

HRID 1415722 reaction equation
[CH3:1][C:2]1CC[CH2:5][C:4](=[O:8])[CH:3]=1.C([Al]([CH2:14][CH3:15])CC)C.C[Si](Cl)(C)C.Cl.[C:22]1(C)C=CC=C[CH:23]=1>C1COCC1>[CH2:22]([C:14]1([CH3:15])[CH2:1][CH2:2][CH2:3][C:4](=[O:8])[CH2:5]1)[CH3:23]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 6397ChlorotrimethylsilaneHCID 145113-Methyl-2-cyclohexen-1-oneHCID 16682930Triethylaluminum

Product 1

HCID 15231286152549-55-8Yield 90%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.1 g (10 mmol) of 3-methyl-cyclohex-2-en-1-one and 14 mg (0.2 mmol) of CuBr are introduced into 15 ml of THF. 5.78 ml (11 mmol) of a 1.6 molar triethylaluminum solution in toluene and 2.16 g (20 mmol) of trimethylsilyl chloride are added at 0° C. and stirred for 3 hours at room temperature. It is hydrolyzed with 10 ml of 1N hydrochloric acid, extracted with ethyl acetate and the solvent is evaporated. After chromatography on silica gel, 1.26 g (90% of theory) of 3-ethyl-3-methyl-cyclohexanone is obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. customthe solvent is evaporated

Sources & evidence

ORD record
ord-0230f038f58641b2827a595cec4aaa6e
Source dataset
uspto-grants-1999_06
Patent number
US05908945

Reaction notes

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