叔丁醇钾 → 1-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidine-3-carboxylic acid

HRID 661237笔记

反应方程式

HRID 661237 反应方程式
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([N:10]2[CH2:15][CH:14]([C:16]3[CH:21]=[CH:20][C:19]([CH2:22][C:23]([F:26])([F:25])[F:24])=[CH:18][CH:17]=3)[CH2:13][CH:12]([C:27]([O:29]C)=[O:28])[CH2:11]2)=[O:9])[CH2:4][CH2:3]1.CC(C)([O-])C.[K+]>CO>[OH:1][CH:2]1[CH2:3][CH2:4][N:5]([C:8]([N:10]2[CH2:15][CH:14]([C:16]3[CH:21]=[CH:20][C:19]([CH2:22][C:23]([F:24])([F:25])[F:26])=[CH:18][CH:17]=3)[CH2:13][CH:12]([C:27]([OH:29])=[O:28])[CH2:11]2)=[O:9])[CH2:6][CH2:7]1

参与物

4

反应物 2

HCID 23665647叔丁醇钾HCID 58116578Methyl 1-[(4-hydroxypiperidin-1-yl)carbonyl]-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidine-3-carboxylate

产物 1

HCID 581165041-[(4-Hydroxypiperidin-1-yl)carbonyl]-5-[4-(2,2,2-trifluoroethyl)phenyl]piperidine-3-carboxylic acid

试剂、催化剂与溶剂 1

HCID 887Methanol溶剂

反应条件

温度
60 °C

实验过程

To a solution of 733 mg (1.71 mmol) of the compound from Example 57A in methanol (32 ml) were added, at RT, 1.92 g (17.1 mmol) of potassium tert-butoxide. The mixture was stirred at 60° C. for 5 h. For workup, the methanol was removed under reduced pressure, and the residue was admixed with water and 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: 735 mg (99% of theory)

后处理

  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

来源与证据

ORD记录
ord-3664865cba944b51b0b9f0cb224433bd
来源数据集
uspto-grants-2011_12
专利号
US08084469B2

反应笔记

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