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

HRID 1773526노트

반응식

HRID 1773526 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-4ed4226b9743412793a2e972f4396853
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09255110B2

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