Acetic Acid → 5-Cyano-2-acetoxy-2,3-dihydro-3,3-dimethylbenzofuran
Reaction equation
Cl[CH:2]1[C:6]([CH3:8])([CH3:7])[C:5]2[CH:9]=[C:10]([C:13]#[N:14])[CH:11]=[CH:12][C:4]=2[O:3]1.[C:15]([OH:18])(=[O:17])[CH3:16]>>[C:13]([C:10]1[CH:11]=[CH:12][C:4]2[O:3][CH:2]([O:18][C:15](=[O:17])[CH3:16])[C:6]([CH3:8])([CH3:7])[C:5]=2[CH:9]=1)#[N:14]Participants
3
Procedure
2-Chloro-5-cyano-2,3-dihydro-3,3-dimethylbenzofuran (2 g), prepared as in Example 45, was heated under reflux in glacial acetic acid (20 ml) for 31/4 hours. The solution was then added to ice/water and the product was separated by filtration and dried. The crude yield was 1.8 g. Recrystallisation from ethanol gave 1.6 g of title product, mp 138°-140° C.
Workup
- temperaturewas heated
- customthe product was separated by filtration
- customdried
- customRecrystallisation from ethanol
Sources & evidence
- ORD record
- ord-a980de3264dc461fbc0b3a1e8173700d
- Source dataset
- uspto-grants-1981_04
- Patent number
- US04263037
Reaction notes
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