Sodium → HCID 53995472, compound

HRID 1702002Notes

Reaction equation

HRID 1702002 reaction equation
[Na].N1C=CN=N1.Br[CH:8]([C:27](=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29])[CH:9]([C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=1[Cl:26])[S:10]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:12])=[O:11]>C(#N)C>[Cl:26][C:20]1[CH:21]=[C:22]([Cl:25])[CH:23]=[CH:24][C:19]=1[C:9]([S:10]([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)(=[O:12])=[O:11])=[CH:8][C:27](=[O:32])[C:28]([CH3:31])([CH3:30])[CH3:29]

Participants

5

Reactant 3

HCID 5360545SodiumHCID 13048613HCID 13048613, compoundHCID 178418936HCID 178418936, compound

Product 1

HCID 53995472HCID 53995472, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Sodium ethylate was prepared by dissolving 2.3 g of metallic sodium in 100 ml of 99% ethanol, which was then mixed with 6.9 g of triazole and stirred for 30 minutes. The mixture was evaporated to dryness under reduced pressure to give sodium salt of triazole. Thus prepared sodium salt of triazole (0.91 g) was added to a solution of 2-bromo-1-(2,4-dichlorophenyl)-4,4-dimethyl-1-phenylsulfonylpentan-3-one (4.78 g) in acetonitrile (50 ml), and refluxed for 1 hour. After cooling, the mixture was added to 200 ml of ice water and extracted with ethyl acetate. The organic layer was then treated in the same manner as that of the method A to give 3.77 g of 1-(2,4-dichlorophenyl)-4,4-dimethyl-1-phenylsulfonyl-1-penten-3-one.

Workup

  1. temperaturerefluxed for 1 hour
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. additionThe organic layer was then treated in the same manner as that of the method A

Sources & evidence

ORD record
ord-260e1560b136432cbb346f2598ddc17c
Source dataset
uspto-grants-1983_04
Patent number
US04379921

Reaction notes

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