1,2-Dibromoethane → HCID 20332905, compound
Reaction equation
[OH:1][C:2]1[CH:6]=[C:5]([CH3:7])[O:4][N:3]=1.[Br:8][CH2:9][CH2:10]Br>>[Br:8][CH2:9][CH2:10][N:3]1[C:2](=[O:1])[CH:6]=[C:5]([CH3:7])[O:4]1Participants
3
Procedure
A mixture of 10 g of 3-hydroxy-5-methylisoxazole and 56 g of 1,2-dibromoethane was refluxed for 6 hours. After cooling, the reaction mixture was subjected to column chromatography through silica gel eluted with a 3:1 by volume mixture of benzene and acetone. A yellow liquid separated, and this was crystallized with n-hexane, affording 2-(2-bromoethyl)-5-methyl-3-oxo-4-isoxazoline, melting at 39°-40° C.
Workup
- temperaturewas refluxed for 6 hours
- temperatureAfter cooling
- washeluted with a 3:1 by volume mixture of benzene and acetone
- customA yellow liquid separated
- customthis was crystallized with n-hexane
Sources & evidence
- ORD record
- ord-cd5f2aa4f41a4ff2b2f14dad061b7e9b
- Source dataset
- uspto-grants-1980_06
- Patent number
- US04209512
Reaction notes
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