Phenothiazine → 1-Tritertbutoxysilyl-2-phenylethylene

HRID 979696Notes

Reaction equation

HRID 979696 reaction equation
[C:1]([O:5][SiH:6]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9])([CH3:4])([CH3:3])[CH3:2].[CH2:17]=[CH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C1C2NC3C(=CC=CC=3)SC=2C=CC=1>C1(C)C(C)=CC=CC=1>[C:8]([O:7][Si:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])[CH:17]=[CH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)([CH3:11])([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 7108PhenothiazineHCID 7501StyreneHCID 101075511Tris(tert-butoxy)silane

Product 1

HCID 538609361-Tritertbutoxysilyl-2-phenylethyleneYield 90%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
175 °C

Procedure

Into a 45 cc Parr bomb was added 2.5 g (0.02 mol) tritertbutoxysilane, 4.2 g (0.04 mol) styrene, 1.0 g xylene, 30 mg phenothiazine and 2000 ppm Ru3CO12 (20 mg). The reaction was heated in a fluidized sand bath at 175° C. for 5 hours. A single product 1-tritertbutoxysilyl-2-phenylethylene was formed in greater than 90% yield.

Sources & evidence

ORD record
ord-5307380d0af540fd922425d38500d2c3
Source dataset
uspto-grants-1987_05
Patent number
US04668812

Reaction notes

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