Formamide → 2-Formamidotridecane

HRID 444247

Reaction equation

HRID 444247 reaction equation
[CH2:1]([C:12]([CH3:14])=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[CH:15]([NH2:17])=[O:16]>C(O)=O>[CH:15]([NH:17][CH:12]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH3:14])=[O:16]

Participants

4

Reactant 2

HCID 713FormamideHCID 116222-Tridecanone

Product 1

HCID 217010542-Formamidotridecane

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
160 °C

Procedure

70 g of methyl undecyl ketone are added to 250 ml of formamide. The mixture is heated, with constant stirring, to 160° C. Then 40 ml of formic acid are added dropwise in the course of 24 hours. The reaction mixture is cooled, poured on ice, extracted with ether and the ethereal extract is dried over Na2SO4. After distilling off the ether, the oily residue is distilled in vacuo, affording 60 g of 2-formamidotridecane. Boiling point: 145°-155° C./0.01.

Workup

  1. temperatureThe reaction mixture is cooled
  2. additionpoured on ice
  3. extractionextracted with ether
  4. extractionthe ethereal extract
  5. dry with materialis dried over Na2SO4
  6. distillationAfter distilling off the ether
  7. distillationthe oily residue is distilled in vacuo

Sources & evidence

ORD record
ord-6418589092854135addf7e409ec13f14
Source dataset
uspto-grants-1981_04
Patent number
US04263324

Linked notes

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