Acetone → Acitretin

HRID 2393875

반응식

HRID 2393875 반응식
CC[O:3][C:4](/[CH:6]=[C:7](/[CH:9]=[CH:10]/[CH:11]=[C:12](/[CH:14]=[CH:15]/[C:16]1[C:17]([CH3:26])=[CH:18][C:19]([O:24][CH3:25])=[C:20]([CH3:23])[C:21]=1[CH3:22])\[CH3:13])\[CH3:8])=[O:5].[OH-].[K+].CC(C)=O.Cl>C(O)C>[CH3:26][C:17]1[C:16](/[CH:15]=[CH:14]/[C:12](/[CH3:13])=[CH:11]/[CH:10]=[CH:9]/[C:7](/[CH3:8])=[CH:6]/[C:4]([OH:5])=[O:3])=[C:21]([CH3:22])[C:20]([CH3:23])=[C:19]([O:24][CH3:25])[CH:18]=1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 5282375Etretinate

생성물 1

HCID 5284513Acitretin수율 69%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Acitretin was obtained by stirring the contents of thirty 25 mg capsules of etretinate in ethyl acetate for 4 days, filtering and concentrating to dryness to give recovery of greater than 90% of the theoretical quantity of etretinate. This etretinate was then dissolved in 20 ml of ethanol, 3 ml of 4N KOH, and enough acetone to make the solution one phase. The solution was stirred at room temperature for 2 1/2 days, acidified to pH 3 with 3N HCl, and extracted with ethyl acetate. The ethyl acetate was washed with brine, dried over Na2SO4, filtered and concentrated to give a 69% yield of acitretin.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate was washed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6c8a507b9443449389f53f71793864e1
출처 데이터셋
uspto-grants-1998_09
특허 번호
US05808111

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