N-Methylbenzamide → HCID 131715501, compound

HRID 649303Notes

Reaction equation

HRID 649303 reaction equation
[CH3:1][NH:2][C:3](=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C[O-].[Na+].[CH3:14][Si:15]([O:20][CH2:21][CH3:22])([O:17][CH2:18][CH3:19])Cl>C1(C)C=CC=CC=1>[CH3:1][N:2]([CH2:14][SiH:15]([O:20][CH2:21][CH3:22])[O:17][CH2:18][CH3:19])[C:3](=[O:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 11954N-MethylbenzamideHCID 10942334Sodium MethoxideHCID 12456270HCID 12456270, compound

Product 1

HCID 131715501HCID 131715501, compoundYield 97.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

In a stirring and distillation apparatus according to Example 1, 202.8 g of N-methylbenzamide (1.5 mole) were dissolved in 1500 g of anhydrous toluene at 65° C., and 321.1 g of sodium methanolate solution (25.25% strength, 1.5 mole) were run in, the process was carried out in accordance with Example 6. Then 259.2 g of methyldiethoxychlorosilane (97% pure 1.49 mole) wer slowly added dropwise, and the bottom temperature was maintained at 70° C., and the mixture was then stirred at this temperature for 3 h. The working up was carried out in analogy to Example 1, and 388.5 g (97.5% yield) of a pale, slightly yellowish oily liquid were obtained.

Workup

  1. distillationIn a stirring and distillation apparatus
  2. customwere obtained

Sources & evidence

ORD record
ord-12bf6104d2c34ba699cc051b13b745cc
Source dataset
uspto-grants-1988_04
Patent number
US04739088

Reaction notes

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