Acetic Acid → 5-Cyano-2-acetoxy-2,3-dihydro-3,3-dimethylbenzofuran

HRID 1155980Notes

Reaction equation

HRID 1155980 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

Reactant 2

HCID 176Acetic AcidHCID 205362092-Chloro-5-cyano-2,3-dihydro-3,3-dimethylbenzofuran

Product 1

HCID 205362085-Cyano-2-acetoxy-2,3-dihydro-3,3-dimethylbenzofuran

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

  1. temperaturewas heated
  2. customthe product was separated by filtration
  3. customdried
  4. customRecrystallisation from ethanol

Sources & evidence

ORD record
ord-703ce3859c044edca0c9a8fc9a7df550
Source dataset
uspto-grants-1982_06
Patent number
US04333759

Reaction notes

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