1-Bromo-2-butanone → Formyl(2-oxobutyl)formamide

HRID 586709Notes

Reaction equation

HRID 586709 reaction equation
Br[CH2:2][C:3](=[O:6])[CH2:4][CH3:5].[CH:7]([N-:9][CH:10]=[O:11])=[O:8].[Na+]>C(#N)C>[CH:7]([N:9]([CH2:2][C:3](=[O:6])[CH2:4][CH3:5])[CH:10]=[O:11])=[O:8]

Participants

4

Reactant 2

HCID 131561-Bromo-2-butanoneHCID 10877056Sodium Diformylamide

Product 1

HCID 20825930Formyl(2-oxobutyl)formamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of bromobutan-2-one (10 g, 66 mmol), and sodium diformylamide (6.8 g, 72 mmol) in acetonitrile (50 mL) was stirred at room temperature for 3 hours, then warmed to 35° C. for 2 hours. The mixture was stirred for a further 48 hours at room temperature, then filtered, washing through with additional acetonitrile (50 mL). The filtrate was evaporated under reduced pressure to afford the title compound as a clear oil, 9.1 g.

Workup

  1. temperaturewarmed to 35° C. for 2 hours
  2. stirringThe mixture was stirred for a further 48 hours at room temperature
  3. filtrationfiltered
  4. washwashing through with additional acetonitrile (50 mL)
  5. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-94d1bfeda9b647bb942d34ad6ffce6df
Source dataset
uspto-grants-2005_08
Patent number
US06936619B2

Reaction notes

Loading…