N-Methylacetamide → HCID 131714786, compound

HRID 746061Notes

Reaction equation

HRID 746061 reaction equation
[CH3:1][SiH:2]([CH3:11])[O:3][Si:4]([CH3:10])([CH3:9])[O:5][SiH:6]([CH3:8])[CH3:7].[CH3:12][NH:13][C:14](=[O:16])[CH3:15]>[Pt].C1(C)C=CC=CC=1>[CH3:12][N:13]([Si:2]([CH3:11])([CH3:1])[O:3][Si:4]([CH3:9])([CH3:10])[O:5][SiH:6]([CH3:7])[CH3:8])[C:14](=[O:16])[CH3:15]

Participants

5

Reactant 2

HCID 6582N-MethylacetamideHCID 70921Trisiloxane, 1,1,3,3,5,5-hexamethyl-

Product 1

HCID 131714786HCID 131714786, compound

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

To a 1000 ml 3-necked flask was added 208.5 grams (1 mole) purified 1,1,3,3,5,5-hexamethyltrisiloxane prepared in Example 1, 153.3 grams (2.1 moles) of N-methylacetamide, 173.2 grams of toluene and about 120 ppm of platinum containing catalyst (as Pt) prepared in accordance with the teaching of U.S. Pat. No. 3,220,970 to Lamoreaux (hereinafter Lamoreaux catalyst). To the flask was attached a mechanical stirrer, a thermometer and a reflux condenser. The reaction mixture was heated at 100° C. for 20 hours and thereafter heated at 130° C. for 24 hours. At the end of the 44 hour period, analysis by infrared spectroscopy showed no Si--H present in the reaction mixture. The solvent was removed by distillation and the residue filtered through Celite R to give 317.5 grams (90.6% theoretical) of 1,5-bits (N-methylacetamido)-1,1,3,3,5,5-hexamethyltrisiloxane.

Workup

  1. additionTo a 1000 ml 3-necked flask was added 208.5 grams (1 mole)
  2. customprepared in accordance with the teaching of U.S
  3. temperatureheated at 130° C. for 24 hours
  4. customAt the end of the 44 hour period, analysis
  5. customThe solvent was removed by distillation
  6. filtrationthe residue filtered through Celite R

Sources & evidence

ORD record
ord-9c997dc21b9949b9b9b07f1f0a251cf9
Source dataset
uspto-grants-1986_07
Patent number
US04602094

Reaction notes

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