N-bromobutanimide → HCID 12452846, compound

HRID 2398667Notes

Reaction equation

HRID 2398667 reaction equation
[C:1]([C:4](=[CH:8][CH2:9][CH2:10][CH3:11])[C:5](=[O:7])[CH3:6])(=[O:3])[CH3:2].BrN1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[CH3:6][C:5]([C:4]1[CH:8]=[C:9]([CH2:10][CH3:11])[O:3][C:1]=1[CH3:2])=[O:7]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 122107522,4-Pentanedione, 3-butylidene-

Product 1

HCID 12452846HCID 12452846, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 3.56 g (0.02 mole) 3-acetyl-3-hepten-2-one and 3.55 g (0.02 mole) N-bromosuccinimide in 50 ml of carbon tetrachloride was heated at reflux for 2 hours. After cooling, the succinimide was removed by filtration and the solution concentrated in vacuo. Distillation of the crude product gave 3.04 g (86%) of 5-ethyl-2-methyl-3-furyl methyl ketone, bp 84°-87° C. (9 mm).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. temperatureAfter cooling
  4. customthe succinimide was removed by filtration
  5. concentrationthe solution concentrated in vacuo
  6. distillationDistillation of the crude product

Sources & evidence

ORD record
ord-7cd831d1510d42ebb0098177605073a5
Source dataset
uspto-grants-1977_05
Patent number
US04025537

Reaction notes

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