Dimethylamine → 1,3-Dimethyl-3-(t-butylperoxy)butyl N,N-dimethylcarbamate

HRID 65975Notes

Reaction equation

HRID 65975 reaction equation
Cl[C:2]([O:4][CH:5]([CH3:16])[CH2:6][C:7]([CH3:15])([O:9][O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH3:8])=[O:3].[CH3:17][NH:18][CH3:19]>C(OCC)C>[CH3:17][N:18]([CH3:19])[C:2](=[O:3])[O:4][CH:5]([CH3:16])[CH2:6][C:7]([CH3:15])([O:9][O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH3:8]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 19612317HCID 19612317, compound

Product 1

HCID 233466071,3-Dimethyl-3-(t-butylperoxy)butyl N,N-dimethylcarbamate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of (97%) 1,3-dimethyl-3(t-butylperoxy)butyl chloroformate 5.2 g. (0.02 mole) in diethyl ether, cooled to 0°±1° C was added a solution of dimethylamine, 1.8 g. (0.04 mole) in diethyl ether over a period of 10 minutes. After the addition was complete the mixture was allowed to stir for two hours while the reaction temperature was allowed to rise to 20°±1° C. The reaction mixture was then filtered to remove the amine hydrochloride and the organic phase washed with 10% aqueous Tartaric acid solution and water to neutrality.

Workup

  1. additionAfter the addition
  2. customto rise to 20°±1° C
  3. filtrationThe reaction mixture was then filtered
  4. customto remove the amine hydrochloride
  5. washthe organic phase washed with 10% aqueous Tartaric acid solution and water to neutrality

Sources & evidence

ORD record
ord-56644a8e2ed447a2bd7865e896f8b370
Source dataset
uspto-grants-1978_12
Patent number
US04129700

Reaction notes

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