Methanol → HCID 20434088, compound

HRID 1154604Notes

Reaction equation

HRID 1154604 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH3:7][CH:8]([NH:20][CH2:21][CH:22]([OH:37])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[O:29]CC1C=CC=CC=1)[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1.CO>[H][H].[C].[Pd]>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH3:7][CH:8]([NH:20][CH2:21][CH:22]([OH:37])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[OH:29])[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 20434081HCID 20434081, compound

Product 1

HCID 20434088HCID 20434088, compound

Reagents, catalysts & solvents 2

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

Procedure

A mixture of one g of α-[(α-methyl-3,4-dimethoxyphenethylamino)methyl]-2-benzyloxybenzylalcohol oxalate [the diastereoisomer of M.p. 152°-153° C. (decomp.)], 0.2 g of 10% palladium-carbon and 15 ml of 90% aqueous methanol is shaken at room temperature in hydrogen 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 ethanol. 0.72 g of α-[(α-methyl-3,4-dimethoxyphenethylamino)methyl]-2-hydroxybenzylalcohol oxalate [the diastereoisomer of M.p. 155°-156° C. (decomp.)] is obtained.

Workup

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

Sources & evidence

ORD record
ord-6dedc57a20534e3984bbd08cece0e310
Source dataset
uspto-grants-1984_12
Patent number
US04490392

Reaction notes

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