Methanol → HCID 22673880, compound

HRID 277446Notes

Reaction equation

HRID 277446 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[C:5]([NH2:11])[C:4]=1[C:12](=[O:22])[CH:13]=[CH:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1.CO.[BH4-].[Na+].[H][H]>[Pd].O>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[C:5]([NH2:11])[C:4]=1[C:12](=[O:22])[CH2:13][CH2:14][C:15]1[CH:16]=[CH:17][C:18]([OH:21])=[CH:19][CH:20]=1

Participants

7

Reactant 4

HCID 887MethanolHCID 4311764Sodium borohydrideHCID 54371548HCID 54371548, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22673880HCID 22673880, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

0.5 g of 1-(2,4-dimethoxy-6-aminophenyl)-3-(4-hydroxyphenyl)-prop-2-en-1-one, 20 mL methanol, and 1 g of palladium on carbon were mixed; and to the mixture was added 50 μL of sodium borohydride and placed under vacuum. The reaction was continued for 30 minutes or until hydrogen evolution ceased. The reaction mixture was diluted with 100 mL of water. Pale yellow to tan crystals of 1-(2,4-dimethoxy-6-aminophenyl)-3-(4-hydroxyphenyl)-propan-1-one formed. The crystals were obtained from the mixture via centrifugation at 1000×g for 10 minutes. The crystals were resuspended in water, and centrifugation was repeated.

Sources & evidence

ORD record
ord-0967b193700d42818d9751d1bf65093f
Source dataset
uspto-grants-2002_03
Patent number
US06355823B1

Reaction notes

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