Potassium tert-butoxide → 1-Acetyl-5-[4-(2,2-difluoroethyl)phenyl]piperidine-3-carboxylic acid

HRID 220048노트

반응식

HRID 220048 반응식
CC(C)([O-])C.[K+].[C:7]([N:10]1[CH2:15][CH:14]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH:23]([F:25])[F:24])=[CH:18][CH:17]=2)[CH2:13][CH:12]([C:26]([O:28]C)=[O:27])[CH2:11]1)(=[O:9])[CH3:8]>CO>[C:7]([N:10]1[CH2:15][CH:14]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH:23]([F:24])[F:25])=[CH:18][CH:17]=2)[CH2:13][CH:12]([C:26]([OH:28])=[O:27])[CH2:11]1)(=[O:9])[CH3:8]

참가 물질

4

반응물 2

HCID 23665647Potassium tert-butoxideHCID 59606565Methyl 1-acetyl-5-[4-(2,2-difluoroethyl)phenyl]piperidine-3-carboxylate

생성물 1

HCID 596065791-Acetyl-5-[4-(2,2-difluoroethyl)phenyl]piperidine-3-carboxylic acid

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

410 mg (3.65 mmol) of potassium tert-butoxide were added at RT to a solution of 205 mg (0.365 mmol, purity 61%) of the compound from Example 58A in methanol (6.9 ml). The mixture was stirred at 60° C. overnight. For workup, the methanol was removed under reduced pressure, the residue was admixed with water and the mixture was acidified (pH 1) with aqueous 1 N hydrochloric acid solution. The mixture was extracted with ethyl acetate, and the organic phase was dried with magnesium sulphate, filtered and concentrated under reduced pressure. Yield: 153 mg (67% of theory, purity 50%)

후처리

  1. customFor workup, the methanol was removed under reduced pressure
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialthe organic phase was dried with magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f02235104ddc49259f89ec76b46f8cb5
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202862B2

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