Chlorotrimethylsilane → 1,2-Ethanediamine, N,N'-dimethyl-N,N'-bis(trimethylsilyl)-

HRID 1284319Notes

Reaction equation

HRID 1284319 reaction equation
[CH3:1][NH:2][CH2:3][CH2:4][NH:5][CH3:6].C(N(CC)CC)C.[CH3:14][Si:15]([CH3:18])([CH3:17])Cl>C1C=CC=CC=1>[CH3:1][N:2]([Si:15]([CH3:18])([CH3:17])[CH3:14])[CH2:3][CH2:4][N:5]([CH3:6])[Si:15]([CH3:18])([CH3:17])[CH3:14]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8070N,N'-DimethylethylenediamineHCID 8471Triethylamine

Product 1

HCID 122268961,2-Ethanediamine, N,N'-dimethyl-N,N'-bis(trimethylsilyl)-

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 176 parts by weight of N,N'-dimethylethylenediamine, 1000 parts by volume of benzene and 552 parts by volume of triethylamine were stirred at room temperature and at the same time 434 parts by weight of trimethylchlorosilane, diluted with 500 parts by volume of benzene, were added dropwise over the course of 3 hours. The mixture was stirred for a further 3.5 hours and left to stand overnight, and the precipitate present was filtered off and washed with benzene. The combined filtrates were concentrated in a rotary evaporator and the residue was distilled in vacuo.

Workup

  1. additionwere added dropwise over the course of 3 hours
  2. waitleft
  3. waitto stand overnight
  4. filtrationthe precipitate present was filtered off
  5. washwashed with benzene
  6. concentrationThe combined filtrates were concentrated in a rotary evaporator
  7. distillationthe residue was distilled in vacuo

Sources & evidence

ORD record
ord-bce610fb18514aedafc19752487152c4
Source dataset
uspto-grants-1976_08
Patent number
US03978223

Reaction notes

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