Lithium Hydroxide → 1-(Cyclopentylcarbonyl)-5-[4-(1-methylethyl)phenyl]piperidine-3-carboxylic acid

HRID 1642791노트

반응식

HRID 1642791 반응식
O1CCOCC1.[OH-].[Li+].[CH:9]1([C:14]([N:16]2[CH2:21][CH:20]([C:22]3[CH:27]=[CH:26][C:25]([CH:28]([CH3:30])[CH3:29])=[CH:24][CH:23]=3)[CH2:19][CH:18]([C:31]([O:33]CC)=[O:32])[CH2:17]2)=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10]1>O>[CH:9]1([C:14]([N:16]2[CH2:21][CH:20]([C:22]3[CH:23]=[CH:24][C:25]([CH:28]([CH3:29])[CH3:30])=[CH:26][CH:27]=3)[CH2:19][CH:18]([C:31]([OH:33])=[O:32])[CH2:17]2)=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13]1

참가 물질

5

반응물 3

HCID 3939Lithium HydroxideHCID 312751,4-DioxaneHCID 58002165Ethyl 1-(cyclopentylcarbonyl)-5-[4-(1-methylethyl)phenyl]piperidine-3-carboxylate

생성물 1

HCID 580024031-(Cyclopentylcarbonyl)-5-[4-(1-methylethyl)phenyl]piperidine-3-carboxylic acid

시약·촉매·용매 1

HCID 962Water용매

실험 절차

50 ml of dioxane, 25 ml of water and 0.63 g (25.8 mmol) of lithium hydroxide were added to 2.40 g (6.46 mmol) of ethyl 1-(cyclopentylcarbonyl)-5-[4-(1-methylethyl)phenyl]piperidine-3-carboxylate. The mixture was stirred at RT overnight. For work-up, the dioxane was removed under reduced pressure, water was added to the reaction mixture and the mixture was acidified using aqueous 1 N hydrochloric acid solution. The mixture was extracted with dichloromethane. The organic phase was dried with sodium sulphate and concentrated under reduced pressure. Yield: 1.65 g (98% of theory)

후처리

  1. customFor work-up, the dioxane was removed under reduced pressure, water
  2. additionwas added to the reaction mixture
  3. extractionThe mixture was extracted with dichloromethane
  4. dry with materialThe organic phase was dried with sodium sulphate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f0ef5cdd87d04659abda9e8708fda9b3
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08119663B2

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