Formic Acid → N-Hexylheptyl-formamide

HRID 1938789Notes

Reaction equation

HRID 1938789 reaction equation
C([CH:7]([NH2:14])[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])CCCCC.[CH:15]([OH:17])=O>>[CH2:7]([N:14]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH:15]=[O:17])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 284Formic AcidHCID 574991Tridecan-7-amine

Product 1

HCID 53964080N-Hexylheptyl-formamide

Procedure

20.0 g (100 mmol) of 1-hexylheptylamine are heated under reflux with 20.0 g (400 mmol) of 92 percent formic acid for 1 hour. The excess formic acid is distilled off over a 10 cm Vigreux column and the reaction product which remains is subjected to fractional distillation in vacuo. Yield 18.1 g (79%)--boiling point 165° C. (1 mm Hg)-nD 20=1.4577. The reaction product contains a small content of bisformamide which can be removed by distillation only with difficulty but does not interfere in the further reactions.

Workup

  1. distillationThe excess formic acid is distilled off over a 10 cm Vigreux column
  2. distillationthe reaction product which remains is subjected to fractional distillation in vacuo
  3. customcan be removed by distillation only with difficulty

Sources & evidence

ORD record
ord-63e2173937f04fb29f3c811c20109631
Source dataset
uspto-grants-1997_12
Patent number
US05693808

Reaction notes

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