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

HRID 27930Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 27930
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

Komponenten

8

Edukt 4

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 679Dimethyl SulfoxideLösungsmittelHCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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

Quellen und Nachweise

ORD-Eintrag
ord-cf38697a35bb42deafa3cb060ccaab2f
Quelldatensatz
uspto-grants-1980_09
Patentnummer
US04224330

Notizen zur Reaktion

Wird geladen…