Cyclohexanecarboxylic acid → Para-phenylphenethyltriethoxysilane

HRID 1004425

Reaction equation

HRID 1004425 reaction equation
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1)=[CH2:2].[CH2:15]([O:17][SiH:18]([O:22][CH2:23][CH3:24])[O:19][CH2:20][CH3:21])[CH3:16].C1(C(O)=O)CCCCC1.C([Si](C=C)(C)O[Si](C)(C)C)=C>C1(C)C=CC=CC=1>[C:9]1([C:6]2[CH:7]=[CH:8][C:3]([CH2:1][CH2:2][Si:18]([O:22][CH2:23][CH3:24])([O:19][CH2:20][CH3:21])[O:17][CH2:15][CH3:16])=[CH:4][CH:5]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

6

Reactant 4

HCID 7413Cyclohexanecarboxylic acidHCID 13830TriethoxysilaneHCID 16883p-Vinylbiphenyl2×HCID 177605311,1-Diethenyl-1,3,3,3-tetramethyldisiloxane

Product 1

HCID 18795112Para-phenylphenethyltriethoxysilaneYield 32%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
50 °C

Procedure

361 mg Of 4-vinylbiphenyl and 394 mg of triethoxysilane were placed in a glass reaction tube and 0.0009 ml of cyclohexanoic acid was added. Then, 0.009 ml of a toluene solution of a 0-valent platinum complex of divinyltetramethyldisiloxane (platinum content: 0.0044 Wt. %) was added to this mixture. The reaction tube was sealed with Teflon tape and heated for 30 minutes in an oil bath at 50° C. When the tube contents were analyzed by GC-MS following cooling, the conversion rate of 4-vinylbiphenyl was 36% and para-phenylphenethyltriethoxysilane was produced at a yield of 32%. The yield of α-(4-biphenylyl) triethoxysilane was 3%.

Workup

  1. additionwas added
  2. temperaturefollowing cooling

Sources & evidence

ORD record
ord-a069b6bbeca745188344d2d97fdf52de
Source dataset
uspto-grants-2000_04
Patent number
US06048994

Linked notes

Loading…