HCID 21546055, compound → HCID 21546035, compound

HRID 1606230Notes

Reaction equation

HRID 1606230 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:40]=[CH:41][C:42]=1[O:43][CH3:44])[CH2:12][CH2:13][NH:14][CH2:15][CH:16]([OH:39])[C:17]1[CH:22]=[CH:21][C:20]([O:23]CC2C=CC=CC=2)=[CH:19][C:18]=1[O:31]CC1C=CC=CC=1.[H][H]>C(O)(C)C.O.[C].[Pd]>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:40]=[CH:41][C:42]=1[O:43][CH3:44])[CH2:12][CH2:13][NH:14][CH2:15][CH:16]([OH:39])[C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][C:18]=1[OH:31]

Participants

6

Reactant 2

HCID 21546055HCID 21546055, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21546035HCID 21546035, compoundYield 93%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

0.6 g of α-(3,4-dimethoxyphenethylaminomethyl)-2,4-dibenzyloxybenzylalcohol oxalate is suspended in a mixture of 40 ml of isopropanol and 10 ml of water. 0.2 g of 10 % palladium-carbon are added to the suspension. Then, the mixture is subjected to catalytic hydrogenation in a hydrogen atmosphere at room temperature for 2 hours under atmospheric pressure. After the reaction is completed, the mixture is filtered to remove the catalyst. The filtrate is concentrated under reduced pressure, whereby 0.39 g of α-(3,4-dimethoxyphenethylaminomethyl)-2,4-dihydroxybenzylalcohol oxalate is obtained as amorphous powder. Yield: 93 %

Workup

  1. filtrationthe mixture is filtered
  2. customto remove the catalyst
  3. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-ed8b0cd07cce43c6a93c80f7a7cef950
Source dataset
uspto-grants-1976_04
Patent number
US03952021

Reaction notes

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