Sodium Hydroxide → 4-[3-(4-Carboxy-2-methyl-phenoxy)-propyl]-piperidine-1-carboxylic Acid Tert-butyl Ester

HRID 220897ノート

反応式

HRID 220897 の反応式
[OH-].[Na+].[C:3]([O:7][C:8]([N:10]1[CH2:15][CH2:14][CH:13]([CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]([O:28]C)=[O:27])=[CH:22][C:21]=2[CH3:30])[CH2:12][CH2:11]1)=[O:9])([CH3:6])([CH3:5])[CH3:4]>O1CCOCC1>[C:3]([O:7][C:8]([N:10]1[CH2:11][CH2:12][CH:13]([CH2:16][CH2:17][CH2:18][O:19][C:20]2[CH:25]=[CH:24][C:23]([C:26]([OH:28])=[O:27])=[CH:22][C:21]=2[CH3:30])[CH2:14][CH2:15]1)=[O:9])([CH3:5])([CH3:6])[CH3:4]

参加物

4

反応物 2

HCID 14798Sodium Hydroxide2 回HCID 575553354-[3-(4-Methoxycarbonyl-2-methyl-phenoxy)-propyl]-piperidine-1-carboxylic Acid Tert-butyl Ester

生成物 1

HCID 575552404-[3-(4-Carboxy-2-methyl-phenoxy)-propyl]-piperidine-1-carboxylic Acid Tert-butyl Ester収率 92%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
60 °C

実験手順

2M NaOH solution (1.25 ml, 2.5 mmol) was added to 4-[3-(4-methoxycarbonyl-2-methyl-phenoxy)-propyl]-piperidine-1-carboxylic acid tert-butyl ester from Example E68.2 (340 mg, 0.87 mmol) in dioxan (10 ml) and the mixture was heated at 60° C. for 20 h. 2M NaOH solution (5 ml, 10 mmol) was added and the mixture was heated at 60° C. for 20 h then concentrated in vacuo. The residue was purified by flash chromatography on silica gel through an isolute (eluant; 1% acetic acid:9% methanol:90% dichloromethane) to yield the title compound (303 mg, 92%).

後処理

  1. temperaturethe mixture was heated at 60° C. for 20 h
  2. concentrationthen concentrated in vacuo
  3. customThe residue was purified by flash chromatography on silica gel through an isolute (eluant; 1% acetic acid:9% methanol:90% dichloromethane)

出典と根拠

ORDレコード
ord-53932087ac79473e96ba5a0df1ef3912
出典データセット
uspto-grants-2012_06
特許番号
US08202858B2

反応ノート

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