Hydrochloric Acid → HCID 12926017, compound

HRID 894621Notes

Reaction equation

HRID 894621 reaction equation
[OH-].[Na+].C([O:6][C:7]1[C:17]2[C:16](=[O:18])[C:13]3([CH2:15][CH2:14]3)[O:12][C:11]=2[CH:10]=[CH:9][CH:8]=1)(=O)C.Cl>>[OH:6][C:7]1[C:17]2[C:16](=[O:18])[C:13]3([CH2:14][CH2:15]3)[O:12][C:11]=2[CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12783855HCID 12783855, compound

Product 1

HCID 12926017HCID 12926017, compound

Procedure

A 10% aqueous solution of sodium hydroxide was added to 4-acetoxyspiro[benzo[b]furan-2(3H),1'-cyclopropane]-3-one and the mixture was stirred at room temperature. The reaction mixture was made acidic with hydrochloric acid and extracted with ethyl acetate. The extract was washed with water, dried and distilled to remove the solvent. The residue was recrystallized from petroleum ether. By the above procedure there was obtained 4-hydroxyspiro[benzo[b]furan-2(3H),1'-cyclopropane]-3-one as yellow needles, m.p. 100°-109° C.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. customdried
  4. distillationdistilled
  5. customto remove the solvent
  6. customThe residue was recrystallized from petroleum ether

Sources & evidence

ORD record
ord-58f2e557b251435993302a476bee3d97
Source dataset
uspto-grants-1981_08
Patent number
US04284644

Reaction notes

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