3,5-Dimethylisoxazole → Isoxazole, 5-(5-chloro-3-pentynyl)-3-methyl-

HRID 359857Notes

Reaction equation

[CH3:1][C:2]1[CH:6]=[C:5]([CH3:7])[O:4][N:3]=1.[Cl:8][CH2:9][C:10]#[C:11][CH2:12]Cl.C([Li])CCC>>[Cl:8][CH2:9][C:10]#[C:11][CH2:12][CH2:7][C:5]1[O:4][N:3]=[C:2]([CH3:1])[CH:6]=1

Participants

Reactant 3

HCID 93123,5-Dimethylisoxazole

HCID 131821,4-Dichloro-2-butyne

HCID 178418339Butyllithium

Product 1

HCID 9989916Isoxazole, 5-(5-chloro-3-pentynyl)-3-methyl-

Procedure

The intermediate 5-(5-chloro-3-pentynyl)-3-methylisoxazole was prepared from 3,5-dimethylisoxazole and 1,4-dichloro-2-butyne in the presence of n-butyllithium.

Sources & evidence

ORD record: ord-a50de44dda884f228fb171683ca94384
Source dataset: uspto-grants-1991_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05002960

Reaction notes

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