Hydrochloric Acid → HCID 15598744, compound

HRID 1905060Notes

Reaction equation

HRID 1905060 reaction equation
[OH:1][C:2]1[CH:25]=[CH:24][C:5]([C:6]2[C:15](=[O:16])[C:14]3[C:9](=[CH:10][C:11]([OH:18])=[CH:12][C:13]=3[OH:17])[O:8][C:7]=2[C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:4][CH:3]=1.Cl.[CH:27](O)(C)C>>[OH:1][C:2]1[CH:25]=[CH:24][C:5]([C:6]2[C:15](=[O:16])[C:14]3[C:9](=[CH:10][C:11]([OH:18])=[CH:12][C:13]=3[OH:17])[O:8][C:7]=2[C:19]([O:21][CH:22]([CH3:27])[CH3:23])=[O:20])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 14459364HCID 14459364, compound

Product 1

HCID 15598744HCID 15598744, compound

Conditions

Temperature
70 °C

Procedure

Ethyl 4',5,7-trihydroxy-2-isoflavonecarboxylate (100 mg) was added to 10 ml of isopropanol saturated with HCl gas, and the mixture was heated at 70° C. with stirring for five hours. The solvent was distilled off under reduced pressure, the residue was purified by silica gel column chromatography (eluent: chloroform), and the solid thus obtained was recrystallized from a chloroform/methanol mixed solvent, giving 60 mg of isopropyl 4',5,7-trihydroxy-2-isoflavonecarboxylate.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (eluent: chloroform)
  3. customthe solid thus obtained
  4. customwas recrystallized from a chloroform/methanol mixed solvent

Sources & evidence

ORD record
ord-3de588e1abf04d6394ac93b547c432e4
Source dataset
uspto-grants-1989_06
Patent number
US04841077

Reaction notes

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