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

HRID 27930노트

반응식

HRID 27930 반응식
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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 679Dimethyl Sulfoxide용매HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-cf38697a35bb42deafa3cb060ccaab2f
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04224330

반응 노트

불러오는 중…