Hydrochloric Acid → N-Octadecanoylacrylamide

HRID 841108Notes

Reaction equation

HRID 841108 reaction equation
[C:1](Cl)(=[O:19])[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][CH3:18].[C:21]([NH2:25])(=[O:24])[CH:22]=[CH2:23].[Cl-].[Al+3].[Cl-].[Cl-].Cl.C(NC(=O)C=C)CCCCCCCCCCCCCCC>CC(C)=O>[C:1]([NH:25][C:21](=[O:24])[CH:22]=[CH2:23])(=[O:19])[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][CH3:18]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 6579AcrylamideHCID 8212Stearoyl chlorideHCID 88828N-HexadecylacrylamideHCID 6451240Aluminum(III) Chloride

Product 1

HCID 22620855N-Octadecanoylacrylamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In a 250 ml capacity conical flask 15.1 g stearoyl chloride (0.05 M), 3.5 g acrylamide (0.05 M) and 50 ml acetone were placed to obtain a clear solution. The solution was stirred with a magnetic needle at room temperature. 6.5. g anhydrous aluminium chloride (0.05 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-d78d7bea283948b5bd38b872279b005b
Source dataset
uspto-grants-2002_04
Patent number
US06369249B1

Reaction notes

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