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

HRID 357469Notes

Reaction equation

HRID 357469 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]>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

4

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 1

HCID 1140TolueneSolvent3×

Procedure

40 mL of toluene, 6.0 g of triethoxysilane, and 0.54 mmol of tris (tetramethyldivinyldisiloxane) platinum (0) complex in a toluene solution were placed in a three-neck flask, and while stirring under room temperature, 20 mL of a toluene solution of 9.9 g of 4-[N, N-bis(3,4-dimethylphenyl)amino]styrene was added. Upon completion of the addition, the mixture was stirred for 3 hours at 70° C.; the solvent was then 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 amount was 13.4 g (90.1%).

Workup

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

Sources & evidence

ORD record
ord-f09282066d304c438baa51885b3b9786
Source dataset
uspto-grants-1998_11
Patent number
US05840816

Reaction notes

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