2-Fluorobenzoic acid → 2-(2-fluorophenyl)-4H-chromen-4-one

HRID 1609243Notes

Reaction equation

HRID 1609243 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.O[CH2:12][C:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:14]>>[F:1][C:2]1[CH:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]1[O:6][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[C:13](=[O:14])[CH:12]=1

Participants

3

Reactant 2

HCID 99352-Fluorobenzoic acidHCID 68490alpha-Hydroxyacetophenone

Product 1

HCID 2614002-(2-fluorophenyl)-4H-chromen-4-one

Procedure

9 is prepared from 2-fluorobenzoic acid and 2-hydroxyacetophenone by the procedures of Examples 7 and 8. The crude material is purified by vacuum column (gradient elution using 10% ethyl acetate in hexane, 20% ethyl acetate in hexane, and 30% ethyl acetate in hexane). The material is then recrystallized from hexane/ethyl acetate, yielding 9 with a melting point of 98°-100° C.

Workup

  1. customThe crude material is purified by vacuum column (gradient elution using 10% ethyl acetate in hexane, 20% ethyl acetate in hexane, and 30% ethyl acetate in hexane)
  2. customThe material is then recrystallized from hexane/ethyl acetate
  3. customyielding 9 with a melting point of 98°-100° C.

Sources & evidence

ORD record
ord-a1631c9ad0c24b7790d7c77f32b899a6
Source dataset
uspto-grants-1995_03
Patent number
US05399584

Reaction notes

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