Toluene → HCID 19039135, compound

HRID 1684443Notes

Reaction equation

HRID 1684443 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][CH2:7][Si:8]([CH2:20][CH2:21][C:22](OCC)=[O:23])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])=[O:5])[CH3:2].[H-].[Na+].C1(C)C=CC=CC=1>C(O)C>[CH2:1]([O:3][C:4]([CH:6]1[CH2:7][Si:8]([CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:20][CH2:21][C:22]1=[O:23])=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 1140TolueneHCID 24758Sodium hydrideHCID 10981751HCID 10981751, compound

Product 1

HCID 19039135HCID 19039135, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

194 g of di(2-ethoxycarbonylethyl)phenyl-n-pentylsilane was added to a suspension of 18.5 g sodium hydride and 800 ml of toluene, and the mixture was stirred for 3 hours at 100 ° C. while ethanol was distilled away. After cooling, 500 ml of 20% hydrochloric acid was added to the reaction mixture to make it neutral, and then the toluene layer was concentrated to obtain 150 g of 2-ethoxycarbonyl-4-n-pentyl-4-phenyl-4-silacyclohexanone.

Workup

  1. distillationwas distilled away
  2. temperatureAfter cooling
  3. addition500 ml of 20% hydrochloric acid was added to the reaction mixture
  4. concentrationthe toluene layer was concentrated

Sources & evidence

ORD record
ord-d052c3186521402db8168901f4a62b1c
Source dataset
uspto-grants-1997_06
Patent number
US05641431

Reaction notes

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