Trichlorosilane → 2-methoxy-4-[(E)2-methoxycarbonylvinyl]phenyl 4-(4-trichlorosilanylbutyloxy)benzoate
Reaction equation
[Cl:1][SiH:2]([Cl:4])[Cl:3].[CH2:5]([O:9][C:10]1[CH:32]=[CH:31][C:13]([C:14]([O:16][C:17]2[CH:22]=[CH:21][C:20](/[CH:23]=[CH:24]/[C:25]([O:27][CH3:28])=[O:26])=[CH:19][C:18]=2[O:29][CH3:30])=[O:15])=[CH:12][CH:11]=1)[CH2:6][CH:7]=[CH2:8]>O1CCCC1>[Cl:1][Si:2]([Cl:4])([Cl:3])[CH2:8][CH2:7][CH2:6][CH2:5][O:9][C:10]1[CH:11]=[CH:12][C:13]([C:14]([O:16][C:17]2[CH:22]=[CH:21][C:20](/[CH:23]=[CH:24]/[C:25]([O:27][CH3:28])=[O:26])=[CH:19][C:18]=2[O:29][CH3:30])=[O:15])=[CH:31][CH:32]=1Participants
4
Procedure
5 ml of trichlorosilane are added while stirring to a solution of 0.1 g of H2PtCl6 in 20 ml of dry tetrahydrofuran. A solution of 14.8 g of 2-methoxy-4-[(E)2-methoxycarbonylvinyl]phenyl 4-(3-butenyloxy)benzoate dissolved in 20 ml of dry tetrahydrofuran is cautiously added dropwise thereto. Thereafter, the mixture is stirred at room temperature for 5 hrs. and then at 50° C. for 16 hrs. The reaction mixture is concentrated in a water-jet vacuum and completely freed from residual solvent and trichlorosilane on an oil pump with a cooling trap under reduced pressure. This gives crude 2-methoxy-4-[(E)2-methoxycarbonylvinyl]phenyl 4-(4-trichlorosilanylbutyloxy)benzoate, which is dissolved in dry tetrahydrofuran for storage.
Workup
- additionis cautiously added dropwise
- waitand then at 50° C. for 16 hrs
- concentrationThe reaction mixture is concentrated in a water-jet vacuum
- customcompletely freed from residual solvent and trichlorosilane on an oil pump with a cooling trap under reduced pressure
Sources & evidence
- ORD record
- ord-36b44a900d8c428f9459042ec975e1b6
- Source dataset
- uspto-grants-1999_10
- Patent number
- US05965761
Reaction notes
Loading…