Sodium Chloride → 3-Ethyl-5-[2-(2,3-epoxypropoxy)-styryl]-isoxazole

HRID 1413841Notes

Reaction equation

HRID 1413841 reaction equation
[H-].[Na+].[CH2:3]([C:5]1[CH:9]=[C:8]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[OH:18])[O:7][N:6]=1)[CH3:4].[CH2:19]([CH:21]1[O:23][CH2:22]1)Br.[Cl-].[Na+]>>[CH2:3]([C:5]1[CH:9]=[C:8]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[O:18][CH2:19][CH:21]2[O:23][CH2:22]2)[O:7][N:6]=1)[CH3:4]

Participants

5

Reactant 4

HCID 5234Sodium ChlorideHCID 18430EpibromohydrinHCID 24758Sodium hydrideHCID 136136666HCID 136136666, compound

Product 1

HCID 544596603-Ethyl-5-[2-(2,3-epoxypropoxy)-styryl]-isoxazole

Procedure

This compound is prepared by the method described for Example V, from 5.1 g of 55% strength sodium hydride (0.116 mole), 25.0 g (0.116 mole) of 3-ethyl-5-(2-hydroxystyryl)-isoxazole and 15.9 g (0.116 mole) of epibromohydrin. The reaction mixture is poured into sodium chloride solution and extracted by shaking with diethyl ether. The ether solution is dried over anhydrous sodium sulfate, and concentrated. 29.2 g (93% of theory) of a colorless oil are obtained.

Workup

  1. customThis compound is prepared by the method
  2. extractionextracted
  3. dry with materialThe ether solution is dried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. custom29.2 g (93% of theory) of a colorless oil are obtained

Sources & evidence

ORD record
ord-029c40621508472ba5425d0ce82bbaae
Source dataset
uspto-grants-1981_02
Patent number
US04251539

Reaction notes

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