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

HRID 1659891Notes

Reaction equation

HRID 1659891 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, using the method described in 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 the batch is extracted by shaking with diethyl ether. The ether solution is dried with anhydrous sodium sulfate and evaporated down. 29.2 g (93% of theory) of a colorless oil are obtained.

Workup

  1. customThis compound is prepared
  2. extractionthe batch is extracted
  3. dry with materialThe ether solution is dried with anhydrous sodium sulfate
  4. customevaporated down
  5. custom29.2 g (93% of theory) of a colorless oil are obtained

Sources & evidence

ORD record
ord-434756edb36e4a2ea2f8dd8f7b8dfef8
Source dataset
uspto-grants-1981_12
Patent number
US04305951

Reaction notes

Loading…