Ammonia → HCID 538277, compound

HRID 616290Notes

Reaction equation

HRID 616290 reaction equation
[C:1]([CH2:4][C:5](=[O:7])[CH3:6])(=[O:3])[CH3:2].N.[CH2:9](Br)[CH:10]=[CH2:11].[Cl-].[NH4+]>>[CH3:6][C:5](=[O:7])[CH2:4][C:1](=[O:3])[CH2:2][CH2:11][CH:10]=[CH2:9]

Participants

5

Reactant 4

HCID 222Ammonia2×HCID 7841Allyl bromideHCID 25517Ammonium ChlorideHCID 31261Acetylacetone

Product 1

HCID 538277HCID 538277, compoundYield 48%

Procedure

After 30 minutes, a powdery complex compound produced by mixing acetylacetone (15 g; 10.15 mol) with ammonia was gradually added to the solution. The mixture was stirred for about 1 hour, and then allyl bromide (18.2 g; 0.15 mol) was added to it. After stirring 1 hour, the solution was neutralized with solid ammonium chloride (15 g) and ammonia was removed by vaporiation. The reaction mixture was treated by the conventional method. The resulting oily product was distilled under a reduced pressure to obtain 10.1 g of 7-octene-2,4-dione.

Workup

  1. customa powdery complex compound produced
  2. additionwas gradually added to the solution
  3. stirringAfter stirring 1 hour
  4. customwas removed by vaporiation
  5. additionThe reaction mixture was treated by the conventional method
  6. distillationThe resulting oily product was distilled under a reduced pressure

Sources & evidence

ORD record
ord-4bc829916d504a589f96b170eb0e0f53
Source dataset
uspto-grants-1978_02
Patent number
US04073799

Reaction notes

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