Epibromohydrin → 3-Tert.-butyl-5-[2-(2,3-epoxypropoxy)-styryl]-isoxazole

HRID 1659893Notes

Reaction equation

HRID 1659893 reaction equation
[H-].[Na+].[C:3]([C:7]1[CH:11]=[C:10]([CH:12]=[CH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[OH:20])[O:9][N:8]=1)([CH3:6])([CH3:5])[CH3:4].[CH2:21]([CH:23]1[O:25][CH2:24]1)Br>>[C:3]([C:7]1[CH:11]=[C:10]([CH:12]=[CH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[O:20][CH2:21][CH:23]2[O:25][CH2:24]2)[O:9][N:8]=1)([CH3:6])([CH3:4])[CH3:5]

Participants

4

Reactant 3

HCID 18430EpibromohydrinHCID 24758Sodium hydrideHCID 1359739813-Tert.-butyl-5-(2-hydroxystyryl)-isoxazole

Product 1

HCID 566288773-Tert.-butyl-5-[2-(2,3-epoxypropoxy)-styryl]-isoxazole

Procedure

This is prepared, using the method described in Example VI, from 3.8 g of 55% strength sodium hydride (0.086 mole), 21 g (0.086 mole) of 3-tert.-butyl-5-(2-hydroxystyryl)-isoxazole and 11.8 g (0.086 mole) of epibromohydrin. 25.0 g (97% of theory) of a colorless oil are obtained.

Workup

  1. customThis is prepared
  2. custom25.0 g (97% of theory) of a colorless oil are obtained

Sources & evidence

ORD record
ord-58883e235ca7418fb62512b74e33bf6f
Source dataset
uspto-grants-1981_12
Patent number
US04305951

Reaction notes

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