Formaldehyde → 7-(1-Phenyl-3-dimethylaminopropoxy)-isoflavone

HRID 868546Notes

Reaction equation

HRID 868546 reaction equation
[C:1]1([CH:7]([O:12][C:13]2[CH:22]=[C:21]3[C:16]([C:17](=[O:29])[C:18]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[CH:19][O:20]3)=[CH:15][CH:14]=2)[CH2:8][CH2:9][NH:10][CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:30]=O>C(O)=O>[C:1]1([CH:7]([O:12][C:13]2[CH:22]=[C:21]3[C:16]([C:17](=[O:29])[C:18]([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)=[CH:19][O:20]3)=[CH:15][CH:14]=2)[CH2:8][CH2:9][N:10]([CH3:30])[CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 129189157-(1Phenyl-3-methylaminopropoxy)-isoflavone

Product 1

HCID 129189147-(1-Phenyl-3-dimethylaminopropoxy)-isoflavone

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

30 g of formic acid, is added dropwise to 38.5 g of 7-(1-phenyl-3-methylaminopropoxy)-isoflavone, while stirring and cooling, and 7 g of 25% formaldehyde solution is then added dropwise at 20°. The mixture is heated on a waterbath until evolution of gas ceases and is cooled, poured onto ice and worked up in the customary manner to give 7-(1-phenyl-3-dimethylaminopropoxy)-isoflavone. M.p. 128°-130°.

Workup

  1. temperaturecooling
  2. temperatureThe mixture is heated on a waterbath until evolution of gas ceases
  3. temperatureis cooled
  4. additionpoured onto ice

Sources & evidence

ORD record
ord-f8fae26d36894d5c8aa1a03eeff04a30
Source dataset
uspto-grants-1988_10
Patent number
US04780478

Reaction notes

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