Toluene → HCID 23303886, compound

HRID 1953186Notes

Reaction equation

HRID 1953186 reaction equation
[CH2:1]([O:5][C:6]1[CH:13]=[CH:12][C:9]([CH:10]=[O:11])=[CH:8][CH:7]=1)[C:2](=[CH2:4])[CH3:3].[CH3:14][SiH:15]([CH3:25])[O:16][Si:17](C)([CH3:23])[O:18][Si:19]([CH3:22])([CH3:21])[CH3:20].[C:26]1(C)C=CC=CC=1>>[CH3:4][CH:2]([CH2:3][Si:17]([CH3:23])([O:18][Si:19]([CH3:22])([CH3:21])[CH3:20])[O:16][Si:15]([CH3:25])([CH3:14])[CH3:26])[CH2:1][O:5][C:6]1[CH:7]=[CH:8][C:9]([CH:10]=[O:11])=[CH:12][CH:13]=1

Participants

4

Reactant 3

HCID 1140TolueneHCID 761701,1,3,3,5,5,5-HeptamethyltrisiloxaneHCID 132037514-[(2-Methylprop-2-en-1-yl)oxy]benzaldehyde

Product 1

HCID 23303886HCID 23303886, compoundYield 85%

Procedure

To a solution of 4-methallyloxybenzaldehyde (17.62 g, 0.1 mol) and catalyst (complex containing 3-3.5 wt % of Pt in cyclovinylmethylsiloxane, marketed by Huls under the trademark Petrarch PCO85 : 300 μl) in 50 ml of dry toluene heated to 80° C., were added dropwise over 30 minutes 24.47 g (0.11 mol) of heptamethyltrisiloxane. The mixture was maintained at this temperature for 26 hours. The reaction mixture was maintained concentrated and, after distillation at a pressure of 0.1 mmHg (fractions distilling at 135-141° C.), 34.1 g of 4-[2-methyl-3-[1,3,3,3-tetramethyl-1-[(trimethylsilyl)oxy]disiloxanyl]-propyloxy]benzaldehyde (yield: 85%) were obtained in the form of a colorless oil.

Workup

  1. temperatureThe mixture was maintained at this temperature for 26 hours
  2. temperatureThe reaction mixture was maintained
  3. concentrationconcentrated
  4. distillationafter distillation
  5. distillationat a pressure of 0.1 mmHg (fractions distilling at 135-141° C.)

Sources & evidence

ORD record
ord-f99e6048174f4383a678366c5c4b103e
Source dataset
uspto-grants-2000_09
Patent number
US06114559

Reaction notes

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