Methyl propiolate → HCID 18976127, compound
Reaction equation
[C:1]1([C:7]2[O:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[O:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=1.[C:17]([O:21][CH3:22])(=[O:20])[C:18]#[CH:19]>>[CH2:6]1[C:1]2=[C:7]3[CH:8]([CH:19]=[C:18]([C:17]([O:21][CH3:22])=[O:20])[CH:2]2[CH2:3][CH2:4][CH2:5]1)[O:9][C:10]1[C:11](=[CH:13][CH:14]=[CH:15][CH:16]=1)[O:12]3Participants
3
Procedure
In a sealed tube, 500 mg of 2-(1-cyclohexenyl)-1,4-benzodioxin and 1.4 ml of methyl propiolate are stirred for 22 hours 30 minutes at 70° C. The regioisomers are separated by chromatography on silica gel (eluent: petroleum ether/ethyl acetate, 98:2).
Workup
- customThe regioisomers are separated by chromatography on silica gel (eluent: petroleum ether/ethyl acetate, 98:2)
Sources & evidence
- ORD record
- ord-a1405b7313c142409d8c6ab922ed6cca
- Source dataset
- uspto-grants-1998_09
- Patent number
- US05807882
Reaction notes
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