Toluene → HCID 57021276, compound
Reaction equation
[CH2:1]([O:3][C:4]([CH:6]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:5])[CH3:2].[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]2[C:41](=O)[C:40]3[CH2:39][CH2:38][CH2:37][CH2:36][C:35]=3[C:34]2=[O:43])=[CH:29][C:28]=1[CH:44]1[S:48][CH:47]([CH3:49])[CH2:46][S:45]1.[C:50]1(C)C=CC=CC=1>>[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]2[C:41](=[CH:50][CH2:6][C:4]([O:3][CH2:1][CH3:2])=[O:5])[C:40]3[CH2:39][CH2:38][CH2:37][CH2:36][C:35]=3[C:34]2=[O:43])=[CH:29][C:28]=1[CH:44]1[S:48][CH:47]([CH3:49])[CH2:46][S:45]1Participants
4
Conditions
- Temperature
- 25 °C
Procedure
1.75 g of (ethoxycarbonylmethylene)triphenylphosphorane were added to a solution of 1.90 g of 2-[4-chloro-3-(4-methyl-1,3-dithiolan-2-yl)phenyl]-4,5,6,7-tetrahydro-2H-isoindol-1,3-dione in 50 ml of toluene. The solution obtained was then refluxed for 5 hours, after which a further 5.25 g of (ethoxycarbonylmethylene)triphenylphosphorane were added in two portions. The reaction mixture was refluxed for a total of 6 hours and then cooled to about 25° C. After separating off solid components and solvent, the residue was treated with diisopropyl ether. The substance crystallizing from diisopropyl ether was separated off and the filtrate was chromatographed on silica gel (eluent: CH2Cl2). Yield : 0.7 g of the title compound as an 85:15 E/Z isomer mixture.