Triethylamine → Ethyl (2-amino-2-methylpropyl)carbamate

HRID 1193528Notes

Reaction equation

HRID 1193528 reaction equation
[NH2:1][CH2:2][C:3]([NH2:6])([CH3:5])[CH3:4].C(N(CC)CC)C.Cl[C:15]([O:17][CH2:18][CH3:19])=[O:16]>CCOCC>[CH3:4][C:3]([NH2:6])([CH3:5])[CH2:2][NH:1][C:15]([O:17][CH2:18][CH3:19])=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 131282-Methylpropylenediamine

Product 1

HCID 14722925Ethyl (2-amino-2-methylpropyl)carbamateYield 95%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
25 °C

Procedure

To a mixture of 88.2 g (1 mol) of 1,2-diamino-2-methylpropane, 50 ml of triethylamine and 500 ml of diethyl ether was added dropwise to a solution of 27.1 g (0.25 mol) of ethyl chloroformate in 100 mL of ether. The reaction mixture was stirred for 16 hours at 25° C. and filtered. Evaporation of the filtrate to dryness gave 38 g (95%) of product which was identified by NMR and IR spectroscopy.

Workup

  1. filtrationfiltered
  2. customEvaporation of the filtrate to dryness

Sources & evidence

ORD record
ord-2fe92960420f40588f1e8eab984c93e1
Source dataset
uspto-grants-1989_03
Patent number
US04810717

Reaction notes

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