Triethoxysilane → 4-[N,N-bis(3,4-dimethylphenyl)amino]-[2-(triethoxysilyl)ethyl]benzene

HRID 2294621Notes

Reaction equation

HRID 2294621 reaction equation
[CH2:1]([O:3][SiH:4]([O:8][CH2:9][CH3:10])[O:5][CH2:6][CH3:7])[CH3:2].[CH3:11][C:12]1[CH:13]=[C:14]([N:19]([C:28]2[CH:35]=[CH:34][C:31]([CH:32]=[CH2:33])=[CH:30][CH:29]=2)[C:20]2[CH:25]=[CH:24][C:23]([CH3:26])=[C:22]([CH3:27])[CH:21]=2)[CH:15]=[CH:16][C:17]=1[CH3:18]>[Pt].[Pt].C[Si](C)(C)O[Si](C)(C=C)C=C.C[Si](C)(C)O[Si](C)(C=C)C=C.C[Si](C)(C)O[Si](C)(C=C)C=C.C1(C)C=CC=CC=1>[CH3:27][C:22]1[CH:21]=[C:20]([N:19]([C:28]2[CH:29]=[CH:30][C:31]([CH2:32][CH2:33][Si:4]([O:8][CH2:9][CH3:10])([O:5][CH2:6][CH3:7])[O:3][CH2:1][CH3:2])=[CH:34][CH:35]=2)[C:14]2[CH:15]=[CH:16][C:17]([CH3:18])=[C:12]([CH3:11])[CH:13]=2)[CH:25]=[CH:24][C:23]=1[CH3:26]

Participants

5

Reactant 2

HCID 13830TriethoxysilaneHCID 108927834-[N,N-bis(3,4-dimethylphenyl)amino]styrene

Product 1

HCID 223283174-[N,N-bis(3,4-dimethylphenyl)amino]-[2-(triethoxysilyl)ethyl]benzene

Reagents, catalysts & solvents 2

HCID 86751626Diplatinum (0) tris(tetramethyldivinyldisiloxane)CatalystHCID 1140TolueneSolvent3×

Procedure

40 mL of toluene, 6.0 g of triethoxysilane, and 0.54 mmol of a toluene solution of tris-(tetramethyldivinyldisiloxane) diplatinum (0) were placed in a three-neck flask. While stirring at room temperature, 20 mL of a toluene solution of 9.9 g of 4-[N,N-bis-(3,4-dimethylphenyl)amino]styrene was dropped into the flask. Upon completion of addition of drops, the mixture was stirred for 3 hours at 70° C. The solvent was removed under reduced pressure, and a lemon-yellow oil of 4-[N,N-bis-(3,4-dimethylphenyl)amino][2-(triethoxysilyl)ethyl]benzene was obtained. The yield was 13.4 g (yield rate of 90.1%). This refined material was subjected to the same process as in Practical Example 1, and platinum was measured in the same manner. The platinum concentration of this refined material was 1.9 ppm.

Workup

  1. additionUpon completion of addition of drops
  2. stirringthe mixture was stirred for 3 hours at 70° C
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ef9e9146e0a44746a8945fc4c4411f51
Source dataset
uspto-grants-1997_11
Patent number
US05688961

Reaction notes

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