Acetone → HCID 86738717, compound

HRID 1902901Notes

Reaction equation

HRID 1902901 reaction equation
[OH2:1].[CH3:2][Si:3]([C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16](=[O:31])[O:17][C:18]2[CH:23]=[CH:22][C:21]([Si:24]([CH3:30])([CH3:29])[O:25][SiH:26]([CH3:28])[CH3:27])=[CH:20][CH:19]=2)=[CH:11][CH:10]=1)([CH3:8])[O:4][SiH:5]([CH3:7])[CH3:6].CC(C)=[O:34]>[Pd]>[OH:1][Si:26]([CH3:27])([CH3:28])[O:25][Si:24]([C:21]1[CH:22]=[CH:23][C:18]([O:17][C:16](=[O:31])[O:15][C:12]2[CH:11]=[CH:10][C:9]([Si:3]([CH3:2])([CH3:8])[O:4][Si:5]([OH:34])([CH3:7])[CH3:6])=[CH:14][CH:13]=2)=[CH:19][CH:20]=1)([CH3:29])[CH3:30]

Participants

5

Reactant 3

HCID 180Acetone2×HCID 962WaterHCID 123275717HCID 123275717, compound

Product 1

HCID 86738717HCID 86738717, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a cold (-5° C.) solution of 100 ml of acetone, 4 ml. of water and a catalytic amount of 5% palladium-on-carbon was added slowly 9.0 g of bis[4-(1,1,3,3-tetramethyldisiloxanyl)phenyl]carbonate in 20 ml. of acetone over a period of 8 hrs. After the addition was complete, the palladium-on-carbon was removed by filtration. The filtrate was concentrated on a rotary evaporator at room temperature to a viscous liquid which solidified upon treatment with pentane. There was obtained 7.5 g (78%) of the required compound. The carbonate was recrystallized from benzene and hexane solution to yield the pure compound, m.p. 62°-63° C.

Workup

  1. additionAfter the addition
  2. customthe palladium-on-carbon was removed by filtration
  3. concentrationThe filtrate was concentrated on a rotary evaporator at room temperature to a viscous liquid which

Sources & evidence

ORD record
ord-1fce647666c7406bb720ac792d170c7e
Source dataset
uspto-grants-1982_12
Patent number
US04366323

Reaction notes

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