Hexylamine → HCID 12878159, compound

HRID 980866Notes

Reaction equation

HRID 980866 reaction equation
[CH2:1]([NH:7][CH2:8][C:9]([OH:11])=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[CH2:12]([NH2:18])[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]>C(O)C>[CH2:12]([NH:18][C:9](=[O:11])[CH2:8][NH:7][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

4

Reactant 2

HCID 8102HexylamineHCID 413377HCID 413377, compound

Product 1

HCID 12878159HCID 12878159, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Into an autoclave, 5.6 gr (0.03 mol) of ethyl ester of 2-(n-hexylamino)acetic acid, 15 ml (0.1125 mol) of n-hexylamine and 1 mml of ethanol were added. The mixture was heated to 120° for 40 hours. The solvent and excess amine were then evaporated. The residue was solidified in pentene at low temperature (-80° C.), recrystallized three times from hexane, then dissolved in ether and added with a saturated HCl solution in ether till acid pH. The hydrochloride was recrystallized from isopropanol.

Workup

  1. temperatureThe mixture was heated to 120° for 40 hours
  2. customThe solvent and excess amine were then evaporated
  3. customwas solidified in pentene at low temperature (-80° C.)
  4. customrecrystallized three times from hexane
  5. dissolutiondissolved in ether
  6. additionadded with a saturated HCl solution in ether till acid pH
  7. customThe hydrochloride was recrystallized from isopropanol

Sources & evidence

ORD record
ord-564bbdb1627b4161a66748855e28d2b4
Source dataset
uspto-grants-1987_01
Patent number
US04639468

Reaction notes

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