Acetic Acid → 3-(2-Amino-4-chloro-phenoxy)-cyclopentanecarboxylic acid ethyl ester

HRID 1773526ノート

反応式

HRID 1773526 の反応式
[CH2:1]([O:3][C:4]([CH:6]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[N+:19]([O-])=O)[CH2:7]1)=[O:5])[CH3:2].C(O)(=O)C>ClCCl.[Zn]>[CH2:1]([O:3][C:4]([CH:6]1[CH2:10][CH2:9][CH:8]([O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][C:13]=2[NH2:19])[CH2:7]1)=[O:5])[CH3:2]

参加物

5

反応物 2

HCID 176Acetic AcidHCID 580562213-(4-Chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl ester

生成物 1

HCID 580563063-(2-Amino-4-chloro-phenoxy)-cyclopentanecarboxylic acid ethyl ester収率 79%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3-(4-chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl ester (280 mg) in dichloromethane (20 mL) was added zinc dust (2 g) followed by glacial acetic acid (1 mL) and the resulting mixture was stirred at room temperature for 20 minutes. The solid was filtered, washed with dichloromethane and discarded. The filtrate was evaporated under reduced pressure and the residue was purified by flash chromatography (hexane/acetone, 80/20) to afford 200 mg of 3-(2-amino-4-chloro-phenoxy)-cyclopentanecarboxylic acid ethyl ester.

後処理

  1. filtrationThe solid was filtered
  2. washwashed with dichloromethane
  3. customThe filtrate was evaporated under reduced pressure
  4. customthe residue was purified by flash chromatography (hexane/acetone, 80/20)

出典と根拠

ORDレコード
ord-4ed4226b9743412793a2e972f4396853
出典データセット
uspto-grants-2016_02
特許番号
US09255110B2

反応ノート

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