HCID 20434118, compound → HCID 20434090, compound

HRID 1154608Notes

Reaction equation

HRID 1154608 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH3:7][CH:8]([NH:18][CH2:19][CH:20]([OH:35])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[O:27]CC1C=CC=CC=1)[CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=1>[C].[Pd].C(O)C>[C:1]([OH:6])(=[O:5])[C:2]([OH:4])=[O:3].[CH3:7][CH:8]([NH:18][CH2:19][CH:20]([OH:35])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[OH:27])[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][CH3:17])=[CH:14][CH:15]=1

Participants

4

Reactant 1

HCID 20434118HCID 20434118, compound

Product 1

HCID 20434090HCID 20434090, compoundYield 84.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of 0.7 g of α-[(α-methyl-4-methoxyphenethylamino)methyl]-2-benzyloxybenzylalcohol oxalate [the diastereoisomer of M.p. 143°-144° C. (decomp.)], 0.15 g of 10% palladium-carbon and 15 ml of 90% aqueous ethanol is treated in the same manner as described in Example 1-(4-a). The crude product thus obtained is recrystallized from ethanol. 0.48 g of α-[(α-methyl-4-methoxyphenethylamino)methyl]-2-hydroxybenzylalcohol oxalate [the diastereoisomer of M.p. 193°-194° C. (decomp.)] is thereby obtained.

Workup

  1. additionis treated in the same manner
  2. customThe crude product thus obtained
  3. customis recrystallized from ethanol

Sources & evidence

ORD record
ord-dfd0e12399ef42a8b4cb73d78601dc89
Source dataset
uspto-grants-1984_12
Patent number
US04490392

Reaction notes

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