2,5-Dichloronitrobenzene → 3-(4-Chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl ester

HRID 1773525노트

반응식

HRID 1773525 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH2:12]([O:14][C:15]([CH:17]1[CH2:21][CH2:20][CH:19]([OH:22])[CH2:18]1)=[O:16])[CH3:13].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CC(OC(/N=N/C(OC(C)C)=O)=O)C>ClCCl>[CH2:12]([O:14][C:15]([CH:17]1[CH2:21][CH2:20][CH:19]([O:22][C:2]2[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=2[N+:9]([O-:11])=[O:10])[CH2:18]1)=[O:16])[CH3:13]

참가 물질

6

반응물 4

HCID 69772,5-DichloronitrobenzeneHCID 11776TriphenylphosphineHCID 5363146Diisopropyl azodicarboxylateHCID 53407781Ethyl 3-hydroxycyclopentanecarboxylate

생성물 1

HCID 580562213-(4-Chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl ester수율 81.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 1,4-dichloro-2-nitro-benzene (190 mg, 1.1 mmol), 3-hydroxy-cyclopentanecarboxylic acid ethyl ester (180 mg, 1.14 mmol), triphenylphosphine (448 mg) and DIAD (345 mg) in dichloromethane (10 mL) was stirred at room temperature overnight. The reaction mixture was then evaporated under reduced pressure and the crude residue was purified by flash chromatography to afford 280 mg of 3-(4-chloro-2-nitro-phenoxy)-cyclopentanecarboxylic acid ethyl ester.

후처리

  1. customThe reaction mixture was then evaporated under reduced pressure
  2. customthe crude residue was purified by flash chromatography

출처 및 근거

ORD 기록
ord-7e3ddfa5dd90428e9fce5a23ea53e54b
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09255110B2

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