Chlorotrimethylsilane → HCID 14278942, compound

HRID 868150Notes

Reaction equation

HRID 868150 reaction equation
Cl[Si:2]([CH3:5])([CH3:4])[CH3:3].[O:6]=[C:7]1[NH:11][CH2:10][CH2:9][N:8]1[NH:12][C:13](=[O:19])[O:14][C:15]([CH3:18])([CH3:17])[CH3:16].C(N(CC)CC)C>C(OCC)(=O)C>[O:6]=[C:7]1[N:11]([Si:2]([CH3:5])([CH3:4])[CH3:3])[CH2:10][CH2:9][N:8]1[NH:12][C:13](=[O:19])[O:14][C:15]([CH3:17])([CH3:16])[CH3:18]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 142789411-[(t-Butoxycarbonyl)amino]-2-imidazolidinone

Product 1

HCID 14278942HCID 14278942, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

While cooling 10.55 g (97.1 mmol) of chlorotrimethylsilane was dropped into a solution of 19.55 g (97.1 mmol) of (2-oxo-1-imidazolidinyl)carbamic acid, 1,1-dimethylethyl ester and 9.83 g (97.1 mmol) of triethylamine in 900 ml of absolute ethyl acetate. After stirring overnight, the salt was filtered off and the filtrate evaporated in vacuo to yield 24.18 g of the title compound; melting point 132.1° C.

Workup

  1. filtrationthe salt was filtered off
  2. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-2c12d828e29b46a1b1c02510217591c5
Source dataset
uspto-grants-1988_10
Patent number
US04777252

Reaction notes

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