Triethylamine → HCID 9862404, compound

HRID 1756020Notes

Reaction equation

HRID 1756020 reaction equation
[CH:1]1([NH:7][C:8](=[O:17])[CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)Br)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:18]([NH:22][CH2:23][CH2:24][NH2:25])([CH3:21])([CH3:20])[CH3:19].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH:1]1([NH:7][C:8](=[O:17])[CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[NH:25][CH2:24][CH2:23][NH:22][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10469811HCID 10469811, compoundHCID 12504477N1-tert-butylethane-1,2-diamine

Product 1

HCID 9862404HCID 9862404, compoundYield 38.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of N-cyclohexyl-α-bromophenylacetamide (2.37 g), N-tert-butylethylenediamine (2.00 g), triethylamine (1.12 ml) and toluene (30 ml) was refluxed for 18 hours. The reaction mixture was concentrated and the residue was purified by means of alumina column chromatography (developing solvent, ethyl acetate) and then distilled under reduced pressure to obtain 1.03 g (38.9%) of title compound as a colorless oily product.

Workup

  1. temperaturewas refluxed for 18 hours
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was purified by means of alumina column chromatography (developing solvent, ethyl acetate)
  4. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-46f911cf9d394a2892e20dc148aed74c
Source dataset
uspto-grants-1995_08
Patent number
US05439919

Reaction notes

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