HCID 20371580, compound → HCID 20371576, compound

HRID 437903Notes

Reaction equation

HRID 437903 reaction equation
COC1C=C(C=CC=1OC)CCNC(OCC1C=CC=CC=1)C(C1C=CC=CC=1)=O.[CH3:31][O:32][C:33]1[CH:34]=[C:35]([CH:56]=[CH:57][C:58]=1[O:59][CH3:60])[CH2:36][CH2:37][NH:38][CH2:39][C:40]([OH:55])([O:47]CC1C=CC=CC=1)[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1>>[CH3:31][O:32][C:33]1[CH:34]=[C:35]([CH:56]=[CH:57][C:58]=1[O:59][CH3:60])[CH2:36][CH2:37][NH:38][CH2:39][C:40]([OH:55])([OH:47])[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1

Participants

3

Reactant 2

HCID 20371580HCID 20371580, compoundHCID 54049295HCID 54049295, compound

Product 1

HCID 20371576HCID 20371576, compound

Procedure

The α-(3,4-dimethoxyphenethylamino)-monobenzyloxyacetophenone (III) or α-(3,4-dimethoxyphenethylaminomethyl)-monobenzyloxybenzylalcohol (IV) is then subjected to catalytic hydrogenation to give the α-(3,4-dimethoxyphenethylaminomethyl)-monohydroxybenzylalcohol (I). Said catalytic hydrogenation is carried out by shaking a solution of the compound (III) or (IV) in the presence of a catalyst in a hydrogen atmosphere. Preferred examples of the catalyst include platinum dioxide, platinum and palladium-carbon. A lower alkanol (e.g., methanol, ethanol, propanol, isopropanol) or a mixture of the lower alkanol and water is suitable as the reaction solvent. It is preferred to carry out the reaction at 5° to 20° C. under atmospheric pressure.

Sources & evidence

ORD record
ord-8961a1834bac4a95aade89e61d9f2a23
Source dataset
uspto-grants-1977_06
Patent number
US04032575

Reaction notes

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