HCID 12295055, compound → HCID 12295104, compound

HRID 1390450Notes

Reaction equation

HRID 1390450 reaction equation
[ClH:1].[C:2]([NH:6][CH2:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17](=[O:26])[C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[C:12]([O:27][C:28](=[O:37])[C:29]2[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][CH:30]=2)[CH:11]=1)=[O:9])([CH3:5])([CH3:4])[CH3:3]>[Pd].C(O)C>[ClH:1].[C:28]([O:27][C:12]1[CH:11]=[C:10]([CH:15]=[CH:14][C:13]=1[O:16][C:17](=[O:26])[C:18]1[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=1)[CH:8]([OH:9])[CH2:7][NH:6][C:2]([CH3:5])([CH3:4])[CH3:3])(=[O:37])[C:29]1[CH:34]=[CH:33][C:32]([O:35][CH3:36])=[CH:31][CH:30]=1

Participants

4

Reactant 1

HCID 12295055HCID 12295055, compound

Product 1

HCID 12295104HCID 12295104, compoundYield 51.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

By catalytic hydrogenation of 12.0 g of 3,4-bis(p-anisoyloxy)phenyl tert-butylaminomethyl ketone hydrochloride in 300 ml.of anhydrous ethyl alcohol in the presence of 2.0 g. of 10 percent palladium-on-charcoal catalyst there was obtained 6.2 g of 3,4-bis(p-anisoyloxy)-alpha-(tert-butylaminomethyl)benzyl alcohol hydrochloride as a white crystalline solid which melted at 165° C. (uncorr.). The solubility of this salt in polyethyleneglycol 200 at 25° C. was less than 1 percent. When 1 percent solutions of this salt in each of dimethyl sulfoxide and glycerol formal were diluted with three volumes of water, no precipitate formed.

Sources & evidence

ORD record
ord-bfb850cffe0841be88dd6193a882a8fb
Source dataset
uspto-grants-1979_02
Patent number
US04138581

Reaction notes

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