Acrylamide → HCID 10561396, compound

HRID 1421888Notes

Reaction equation

HRID 1421888 reaction equation
[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].[CH3:6][O:7][C:8]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:9]=1[CH2:10][CH2:11][C:12](N1CCCC1)=[CH:13]2>O>[CH3:6][O:7][C:8]1[C:9]2[CH2:10][CH2:11][C:12]3[NH:5][C:1](=[O:4])[CH2:2][CH2:3][C:13]=3[C:14]=2[CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 6579AcrylamideHCID 10513599HCID 10513599, compound

Product 1

HCID 10561396HCID 10561396, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of acrylamide (146 g, 2.0 mol) and 1-(5-methoxy-3,4-dihydronaphthalen-2-yl)pyrrolidine (156 g, 0.68 mol) was heated at 80° C. for 2 h and then 130° C. for a further 0.75 h. The mixture was cooled and water (1L) was added. The resultant brown precipitate was collected by filtration, washed with water and dried in vacuo. Trituration with hot ethanol (2L) gave the title compound as a white solid (35.9 g, 23%).

Workup

  1. temperatureThe mixture was cooled
  2. filtrationThe resultant brown precipitate was collected by filtration
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-3e7d5c49e7c243d3acc160a696224833
Source dataset
uspto-grants-2000_06
Patent number
US06080752

Reaction notes

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