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

HRID 1773525ノート

反応式

HRID 1773525 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-7e3ddfa5dd90428e9fce5a23ea53e54b
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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