Cyclohexylamine → 3-chloro-N-cyclohexylpropanamide

HRID 2083729Notes

Reaction equation

HRID 2083729 reaction equation
[Cl:1][CH2:2][CH2:3][C:4](Cl)=[O:5].[CH:7]1([NH2:13])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[Cl:1][CH2:2][CH2:3][C:4]([NH:13][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=[O:5]

Participants

5

Reactant 3

HCID 7965CyclohexylamineHCID 8471TriethylamineHCID 693643-Chloropropionyl chloride

Product 1

HCID 50543953-chloro-N-cyclohexylpropanamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

β-Chloropropionyl chloride (31.7 g.) is added dropwise to a stirred solution of cyclohexylamine (24.8 g.) and triethylamine (28.2 g.) in toluene (250 ml.). The mixture is cooled and filtered and the filtrate is evaporated to dryness under reduced pressure. There is thus obtained as residue β-chloro-N-cyclohexylpropionamide, m.p. 77°-80° C. β-Chloro-N- 2-furfurylpropionamide may similarly be obtained from furfurylamine.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationfiltered
  3. customthe filtrate is evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-d61259c64ee94f7e986f6481c913558f
Source dataset
uspto-grants-1978_04
Patent number
US04086357

Reaction notes

Loading…