반응 #1436573

ord-ae328603d26f420cb7dcde898ae5675e

반응 방정식

CN(C)C1(Cc2ccccc2)CCC(=O)CC1
4-benzyl-4-dimethylamino-cyclohexanone
O=B[O-].[Na+]
sodium boranate
O=P([O-])([O-])[O-]
phosphate
CN(C)C1(Cc2ccccc2)CCC(O)CC1
4-benzyl-4-dimethylaminocyclohexanol
수율 93.4%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도while cooling with an ice bath
  2. 2
    농축the mixture was concentrated
  3. 3
    기타The phases were separated
  4. 4
    추출extracted three times with dichloromethane
  5. 5
    건조The combined organic phases were dried over sodium sulfate
  6. 6
    여과filtered
  7. 7
    농축concentrated

실험 절차

40.0 g of 4-benzyl-4-dimethylamino-cyclohexanone were suspended in 250 ml of isopropanol; 19.9 g of sodium boranate were added, while cooling with an ice bath, and stirring was carried out overnight at room temperature. 65 ml of phosphate buffer (pH 7, Merck-Darmstadt) were added dropwise and the mixture was concentrated. The residue was taken up in water and dichloromethane and rendered alkaline with potassium hydroxide. The phases were separated and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. 37.7 g of 4-benzyl-4-dimethylaminocyclohexanol were obtained.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07211694B2uspto-grants-2007_05