Methanol → HCID 23346554, compound

HRID 1856250Notes

Reaction equation

HRID 1856250 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[C:29]([O:30][CH3:31])=[C:28]([O:32][CH3:33])[CH:27]=[CH:26][C:5]=1[CH2:6][CH2:7][NH:8][CH2:9][CH:10]([OH:25])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[O:17]CC1C=CC=CC=1.CO>[H][H].[C].[Pd]>[ClH:1].[CH3:2][O:3][C:4]1[C:29]([O:30][CH3:31])=[C:28]([O:32][CH3:33])[CH:27]=[CH:26][C:5]=1[CH2:6][CH2:7][NH:8][CH2:9][CH:10]([OH:25])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[OH:17]

Participants

5

Reactant 2

HCID 887MethanolHCID 23346552HCID 23346552, compound

Product 1

HCID 23346554HCID 23346554, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 178418361HCID 178418361, compoundSolvent2×

Procedure

A mixture of 5 g of α-(2,3,4-trimethoxyphenethylaminomethyl)-2-benzyloxybenzylalcohol hydrochloride, one g of 10% palladium-carbon and 50 ml of 90% aqueous methanol is shaken at room temperature in hydrogen gas atmosphere under atmospheric pressure. After hydrogen uptake is completed, insoluble materials are removed by filtration, and the filtrate is condensed. The residue thus obtained is recrystallized from a mixture of ethanol and ether. 3.4 g of α-(2,3,4-trimethoxyphenethylaminomethyl)-2-hydroxybenzylalcohol hydrochloride are obtained. M.p. 133°-134° C. Yield: 85%

Workup

  1. custominsoluble materials are removed by filtration
  2. customcondensed
  3. customThe residue thus obtained
  4. customis recrystallized from a mixture of ethanol and ether

Sources & evidence

ORD record
ord-660f80615953484d8da4766c19922727
Source dataset
uspto-grants-1980_08
Patent number
US04218479

Reaction notes

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