Water → HCID 54246996, compound

HRID 1900708Notes

Reaction equation

HRID 1900708 reaction equation
[OH:1][C:2]1[CH2:7][CH:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH2:5][C:4](=O)[CH:3]=1.O.[NH3:16].O.CCOCC>C1(C)C=CC=CC=1>[NH2:16][C:4]1[CH2:5][CH:6]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH2:7][C:2](=[O:1])[CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 12896473Azane;hydrateHCID 23369773HCID 23369773, compound

Product 1

HCID 54246996HCID 54246996, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
130 °C

Procedure

A suspension of 3-hydroxy-5-n-hexyl-2-cyclohexene-1-one (29.7 g) in toluene (200 ml) was combined with conc. ammonia water (100 ml), and the mixture was stirred at 130° C. for 3.5 hours in an apparatus equipped with a water separator. After completion of the reaction, ether was added. The precipitate was collected by filtration, and was recrystallized from a solvent mixture of chloroform-ether. 17.0 g of 3-amino-5-n-hexyl-2-cyclohexene-1-one was obtained as pale yellow needles having a melting point of 113° C. (57.5%).

Workup

  1. additionwas added
  2. filtrationThe precipitate was collected by filtration
  3. customwas recrystallized from a solvent mixture of chloroform-ether

Sources & evidence

ORD record
ord-a2dbfd3c319c4303a364c308f79ee416
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

Loading…