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

HRID 1642791ノート

反応式

HRID 1642791 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-f0ef5cdd87d04659abda9e8708fda9b3
出典データセット
uspto-grants-2012_02
特許番号
US08119663B2

反応ノート

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