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Triethylamine → 4-methoxycarbonyl-4-methyl-pentanoic acid N-(2'-cyanobiphenyl-4-ylmethyl)-N-propyl-amide

HRID 2380677
ノート
印刷プレビュー

反応式

HRID 2380677 の反応式
[CH3:1][O:2][C:3]([C:5]([CH3:12])([CH3:11])[CH2:6][CH2:7][C:8](Cl)=[O:9])=[O:4].[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21]1[CH:26]=[CH:25][C:24]([CH2:27][NH:28][CH2:29][CH2:30][CH3:31])=[CH:23][CH:22]=1)#[N:14].C(N(CC)CC)C>C(Cl)Cl>[C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:21]1[CH:22]=[CH:23][C:24]([CH2:27][N:28]([CH2:29][CH2:30][CH3:31])[C:8](=[O:9])[CH2:7][CH2:6][C:5]([C:3]([O:2][CH3:1])=[O:4])([CH3:12])[CH3:11])=[CH:25][CH:26]=1)#[N:14]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 14980523Methyl 5-chloro-2,2-dimethyl-5-oxopentanoateHCID 15338355N-(2'-cyanobiphenyl-4-ylmethyl)-N-propyl-amine

生成物 1

HCID 538386644-methoxycarbonyl-4-methyl-pentanoic acid N-(2'-cyanobiphenyl-4-ylmethyl)-N-propyl-amide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

The starting material can be prepared, for example, as follows: 2.89 g of 4-methoxycarbonyl-4-methyl-pentanoic acid chloride are added to a solution of 2.50 g of N-(2'-cyanobiphenyl-4-ylmethyl)-N-propyl-amine and 2.09 ml of triethylamine in 100 ml of CH2Cl2, and the mixture is stirred for 1 hour. The reaction mixture is washed twice with 50 ml of water each time and the combined aqueous phases are extracted with 50 ml of CH2Cl2. The crude product obtained from the organic phase by the customary procedure is purified by chromatography on silica gel 60 (40-63 μm) using CH2Cl2 /CH3OH (98:2) as eluant to yield pure 4-methoxycarbonyl-4-methyl-pentanoic acid N-(2'-cyanobiphenyl-4-ylmethyl)-N-propyl-amide that has an Rf value of 0.56 [CH2Cl2 /CH3OH (95:5)].

後処理

  1. washThe reaction mixture is washed twice with 50 ml of water each time
  2. extractionthe combined aqueous phases are extracted with 50 ml of CH2Cl2
  3. customThe crude product obtained from the organic phase by the customary procedure
  4. customis purified by chromatography on silica gel 60 (40-63 μm)

出典と根拠

ORDレコード
ord-91587b9ce4e6426a87ba72a1d3d4abf9
出典データセット
uspto-grants-1994_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05369110

反応ノート

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