Dichloromethane → alpha-Cyano-3-phenoxybenzyl 2-(5-chloro-2-benzothienyl)-3-methylbutanoate

HRID 27930ノート

反応式

HRID 27930 の反応式
C(Cl)Cl.[Cl:4][C:5]1[CH:6]=[CH:7][C:8]2[S:12][C:11]([CH:13]([CH:17]([CH3:19])[CH3:18])[C:14]([OH:16])=[O:15])=[CH:10][C:9]=2[CH:20]=1.C([O-])([O-])=O.[K+].[K+].[C:27]([CH:29](Cl)[C:30]1[CH:35]=[CH:34][CH:33]=[C:32]([O:36][C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[CH:31]=1)#[N:28]>CCOCC.CS(C)=O.C1COCC1>[Cl:4][C:5]1[CH:6]=[CH:7][C:8]2[S:12][C:11]([CH:13]([CH:17]([CH3:18])[CH3:19])[C:14]([O:16][CH:29]([C:27]#[N:28])[C:30]3[CH:35]=[CH:34][CH:33]=[C:32]([O:36][C:37]4[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=4)[CH:31]=3)=[O:15])=[CH:10][C:9]=2[CH:20]=1

参加物

8

反応物 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 127745872-Chloro-2-(3-phenoxyphenyl)acetonitrileHCID 542046732-(5-Chloro-2-benzothienyl)-3-methylbutanoic acid

生成物 1

HCID 53890501alpha-Cyano-3-phenoxybenzyl 2-(5-chloro-2-benzothienyl)-3-methylbutanoate

試薬・触媒・溶媒 3

HCID 679Dimethyl Sulfoxide溶媒HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 10 ml methylene chloride, 10 ml THF, 2-(5-chloro-2-benzothienyl)-3-methylbutanoic acid (0.5 g), K2CO3 (0.25 g) and α-cyano-3-phenoxybenzyl chloride (0.42 g) is stirred at RT for 15 hours. Then 5 ml of DMSO is added and reaction mixture stirred for about 48 hours. The mixture is taken up in ether, washed with water and brine, dried over Na2SO4 and solvent removed. The crude product is plated developing with 10% ethyl acetate/hexane to give α-cyano-3-phenoxybenzyl 2-(5-chloro-2-benzothienyl)-3-methylbutanoate.

後処理

  1. customreaction mixture
  2. stirringstirred for about 48 hours
  3. washwashed with water and brine
  4. dry with materialdried over Na2SO4 and solvent
  5. customremoved

出典と根拠

ORDレコード
ord-cf38697a35bb42deafa3cb060ccaab2f
出典データセット
uspto-grants-1980_09
特許番号
US04224330

反応ノート

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