Hydrochloric Acid → N-Behenylacrylamide

HRID 841106

Reaction equation

HRID 841106 reaction equation
[CH2:1](Cl)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[C:24]([NH2:28])(=[O:27])[CH:25]=[CH2:26].[Cl-].[Al+3].[Cl-].[Cl-].Cl.C(NC(=O)C=C)CCCCCCCCCCCCCCC>CC(C)=O>[CH2:1]([NH:28][C:24](=[O:27])[CH:25]=[CH2:26])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 6579AcrylamideHCID 88828N-HexadecylacrylamideHCID 5456021-ChlorodocosaneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 18435209N-Behenylacrylamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In a 250 ml capacity conical flask 8.63 g behenyl chloride (0.025 M), 1.75 g acrylamide (0.025 M) and 50 ml acetone were placed to obtain a clear solution. The solution was stirred with a magnetic needle at room temperature. 3.25 g anhydrous aluminium chloride (0.025 M) was added and the reaction mixture was stirred at room temperature. After 5 to 10 minutes of stirring vigorous evolution of hydrogen chloride took place which ceased after about 5 minutes. The product was isolated following the procedure described for synthesis of N-cetylacrylamide.

Workup

  1. customto obtain a clear solution
  2. stirringthe reaction mixture was stirred at room temperature
  3. customThe product was isolated

Sources & evidence

ORD record
ord-933011f5d9b945f1b01dc6843413925b
Source dataset
uspto-grants-2002_04
Patent number
US06369249B1

Linked notes

Loading…