Sodium hydride → 1,3-Bis(trimethoxysilylpropyl)-5,5-dimethylhydantoin

HRID 648372노트

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HRID 648372 반응식
[H-].[Na+].[CH3:3][C:4]1([CH3:21])[N:8]([CH2:9][CH2:10][CH2:11][Si:12]([O:17][CH3:18])([O:15][CH3:16])[O:13][CH3:14])[C:7](=[O:19])[NH:6][C:5]1=[O:20].[H-].[H][H].Cl[CH2:26][CH2:27][CH2:28][Si:29]([O:34][CH3:35])([O:32][CH3:33])[O:30][CH3:31]>CN(C)C=O>[CH3:14][O:13][Si:12]([CH2:11][CH2:10][CH2:9][N:8]1[C:4]([CH3:21])([CH3:3])[C:5](=[O:20])[N:6]([CH2:26][CH2:27][CH2:28][Si:29]([O:34][CH3:35])([O:32][CH3:33])[O:30][CH3:31])[C:7]1=[O:19])([O:17][CH3:18])[O:15][CH3:16]

참가 물질

7

반응물 5

HCID 24758Sodium hydrideHCID 624493-(Trimethoxysilyl)propyl chlorideHCID 166653HydrideHCID 222748335,5-dimethyl-3-trimethoxysilylpropyl HydantoinHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 538904361,3-Bis(trimethoxysilylpropyl)-5,5-dimethylhydantoin

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
85 °C

실험 절차

A 2.4 g portion of a dispersion containing 50% by weight of sodium hydride in a liquid paraffin was added in portions under an inert atmosphere to a solution containing 14.5 g (0.05 mole) 5,5-dimethyl-3-trimethoxysilylpropyl hydantoin and 150 cc of anhydrous N,N-dimethylformamide. The temperature of the reaction mixture was maintained at from 15° to 20° C. during the addition of the hydride. Following completion of the addition the mixture was stirred until hydrogen evolution ceased, at which time it was heated to 85° C., and 98.8 g of chloropropyltrimethoxysilane were added dropwise to the reaction mixture. A white precipitate formed as the addition progressed. Following completion of the addition the reaction mixture was heated at 95° C. for 16 hours, at which time the reaction mixture was cooled, filtered and the liquid phase distilled under reduced pressure to remove the N,N-dimethylformamide. The liquid paraffin was washed from the product using hexane. The identity of the residue as the expected silylhydantoin was confirmed using infra-red and nuclear magnetic resonance spectroscopy.

후처리

  1. additionwas added in portions under an inert atmosphere to a solution
  2. additioncompletion of the addition the mixture
  3. customA white precipitate formed as the addition
  4. additioncompletion of the addition the reaction mixture
  5. temperaturewas heated at 95° C. for 16 hours, at which time the reaction mixture
  6. temperaturewas cooled
  7. filtrationfiltered
  8. distillationthe liquid phase distilled under reduced pressure
  9. customto remove the N,N-dimethylformamide
  10. washThe liquid paraffin was washed from the product

출처 및 근거

ORD 기록
ord-8440535c76ce4f89ae3c09f0ca696449
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04412078

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