Hydrochloric Acid → HCID 69984063, compound

HRID 1905054Notes

Reaction equation

HRID 1905054 reaction equation
C([O:4][C:5]1[CH:14]=[C:13]([O:15]C(=O)C)[CH:12]=[C:11]2[C:6]=1[C:7](=[O:29])[C:8]([C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)=[C:9]([CH2:19]Br)[O:10]2)(=O)C.[CH3:30][NH:31][CH3:32].[ClH:33]>C(Cl)(Cl)Cl>[ClH:33].[CH3:30][N:31]([CH2:19][C:9]1[O:10][C:11]2[C:6]([C:7](=[O:29])[C:8]=1[C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)=[C:5]([OH:4])[CH:14]=[C:13]([OH:15])[CH:12]=2)[CH3:32]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 15598728HCID 15598728, compound

Product 1

HCID 69984063HCID 69984063, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 5,7-diacetoxy-4'-methoxy-2-bromomethylisoflavone (500 mg) in 5 ml chloroform, was added 240 mg of 50% aqueous solution of dimethylamine at room temperature with stirring. After one hour, the solid which separated out was filtered off, the filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: chloroform). To the liquid thus obtained was added ethanolic solution of hydrogen chloride, the solvent was distilled off, and the solid which separated out was recrystallized from ethanol, giving 150 mg of 2-(dimethylaminomethyl)-5,7-dihydroxy-4'-methoxyisoflavone hydrochloride.

Workup

  1. customthe solid which separated out
  2. filtrationwas filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography (eluent: chloroform)
  5. customTo the liquid thus obtained
  6. distillationthe solvent was distilled off
  7. customthe solid which separated out
  8. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-72ee847391fc41278c974aa3c5133d3b
Source dataset
uspto-grants-1989_06
Patent number
US04841077

Reaction notes

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