Cyclohexylamine → N-Cyclohexylacetoacetamide

HRID 426542

Reaction equation

HRID 426542 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:8]=[C:9]1[O:13][C:11](=[O:12])[CH2:10]1>C1C=CC=CC=1>[CH:1]1([NH:7][C:11](=[O:12])[CH2:10][C:9](=[O:13])[CH3:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 7965CyclohexylamineHCID 12661Diketene

Product 1

HCID 70805N-Cyclohexylacetoacetamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of 500 ml of benzene and 99 g of cyclohexyl amine were introduced over 30 minutes to 84 g of diketene and after stirring for 4 hours at 20° C., the mixture was evaporated to dryness by distillation under reduced pressure. The residue was taken up in isopropyl ether and the solution was cooled and vacuum filtered. The recovered precipitate was dried and crystallized from isopropyl ether to obtain 137 g of N-cyclohexyl-acetylacetamide melting at 74° C.

Workup

  1. customthe mixture was evaporated to dryness by distillation under reduced pressure
  2. temperaturethe solution was cooled
  3. filtrationvacuum filtered
  4. customThe recovered precipitate was dried
  5. customcrystallized from isopropyl ether

Sources & evidence

ORD record
ord-1badeddcfd504b04a8ef06cf61e0a4a7
Source dataset
uspto-grants-1979_10
Patent number
US04170465

Linked notes

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