Acetic Acid → HCID 14233934, compound

HRID 1723280Notes

Reaction equation

HRID 1723280 reaction equation
[C:1]([OH:4])(=O)[CH3:2].[F:5][C:6]1[CH:7]=[C:8]([NH:12]N=C2CCCC(O)=C2)[CH:9]=[CH:10][CH:11]=1>O>[F:5][C:6]1[CH:7]=[C:8]2[C:9]([C:11]3[C:1](=[O:4])[CH2:2][CH2:8][CH2:7][C:6]=3[NH:12]2)=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 178516542HCID 178516542, compound

Product 1

HCID 14233934HCID 14233934, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of glacial acetic acid (25 ml), 3-(3-fluorophenylhydrazono)-1-cyclohexen-1-ol (1.1 g) and fused zinc chloride (1.0 g) was heated at 100° for 20 h. The cooled reaction mixture was poured into water (35 ml) and extracted with dichloromethane (2×30 ml). The combined, dried organic extracts were evaporated to give an oil which was purified by SPCC eluting with ethyl acetate:hexane (3:2) to give the title compound (0.15 g) as a powder, m.p. 231°-233°.

Workup

  1. temperaturewas heated at 100° for 20 h
  2. customThe cooled reaction mixture
  3. extractionextracted with dichloromethane (2×30 ml)
  4. customdried organic extracts were evaporated
  5. customto give an oil which
  6. customwas purified by SPCC
  7. washeluting with ethyl acetate:hexane (3:2)

Sources & evidence

ORD record
ord-809bb879b8ed447a91754cd350ffd9d4
Source dataset
uspto-grants-1989_08
Patent number
US04859662

Reaction notes

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