Chloride → HCID 20392805, compound

HRID 1862957Notes

Reaction equation

HRID 1862957 reaction equation
C[C:2]1[CH2:6][CH2:5][CH2:4][Si:3]=1Cl.[Na].[CH3:9][NH:10][C:11](=[O:13])[CH3:12].[Cl-].[C:15]1(C)C=CC=CC=1>>[CH3:15][CH:12]([Si:3]1[CH2:4][CH2:5][CH2:6][CH:2]=1)[C:11]([NH:10][CH3:9])=[O:13]

Participants

6

Reactant 5

HCID 312ChlorideHCID 1140TolueneHCID 6582N-MethylacetamideHCID 5360545SodiumHCID 20392807HCID 20392807, compound

Product 1

HCID 20392805HCID 20392805, compound

Procedure

Methylsilacyclopentenyl chloride, 5 mols, was added to a slurry of 5.5 mols of the sodium salt of N-methylacetamide in 1500 ml. of dry toluene in a flask at such a rate as to keep the reaction mixture at a temperature below 60° C. After the addition of the chloride had been completed, the reaction mixture was stirred for 2 hours at room temperature, filtered to remove NaCl and the filtrate was fractionally distilled to give a moderate yield of methylsilacyclopentenyl-N-methylacetamide, b.p.=76° to 87° C. at approximately 0.1 kilopascals of pressure. Infra-red spectroscopy indicated that the bonding in this silylamide, between the methylsilacyclopentenyl radical and the N-methylacetamido radical, is predominently silicon-nitrogen bonding.

Workup

  1. customat a temperature below 60° C
  2. filtrationfiltered
  3. customto remove NaCl
  4. distillationthe filtrate was fractionally distilled

Sources & evidence

ORD record
ord-d82cd99caef940c7bc79a9f0fc292185
Source dataset
uspto-grants-1979_09
Patent number
US04167511

Reaction notes

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