Cyclohexylamine → N-Cyclohexylformamide

HRID 371198Notes

Reaction equation

HRID 371198 reaction equation
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:8](N(CCO)CCO)=[O:9].[C]=O>>[CH:1]1([NH:7][CH:8]=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 7965CyclohexylamineHCID 91333N,N-Bis(2-hydroxyethyl)formamideHCID 178418416HCID 178418416, compound

Product 1

HCID 13017N-CyclohexylformamideYield 100%

Procedure

To 198 grams of cyclohexylamine (2.0 grams), 399 grams of formyldiethanolamine (3.0 mole) were added, and the mixture was placed in a stirred autoclave maintained at a temperature of 150° to 155° C. and a carbon monoxide pressure of 1260 psig. After the reaction was stopped, the contents of the autoclave were removed and distilled at 15 mm Hg. The 256 grams of overhead fraction (B.P. 155°-161° C.) was shown by proton NMR analysis to be cyclohexylformamide. This corresponds to yield of 100%.

Workup

  1. temperaturemaintained at a temperature of 150° to 155° C.
  2. customthe contents of the autoclave were removed
  3. distillationdistilled at 15 mm Hg
  4. customThis corresponds to yield of 100%

Sources & evidence

ORD record
ord-4f6b660ae18346e395ee00f3b76a8690
Source dataset
uspto-grants-1985_07
Patent number
US04529822

Reaction notes

Loading…