HCID 69733344, compound → HCID 10067963, compound

HRID 966104Notes

Reaction equation

HRID 966104 reaction equation
Cl.[OH:2][C:3]1[C:4]([O:27][CH3:28])=[C:5]([C:10](=[O:26])[CH2:11][NH:12][C:13]([CH3:25])([CH3:24])[CH2:14][C:15]2[C:20]([CH3:21])=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=2[CH3:23])[CH:6]=[CH:7][C:8]=1[OH:9]>CO.[Pt](=O)=O>[CH3:25][C:13]([NH:12][CH2:11][CH:10]([C:5]1[C:4]([O:27][CH3:28])=[C:3]([OH:2])[C:8]([OH:9])=[CH:7][CH:6]=1)[OH:26])([CH3:24])[CH2:14][C:15]1[C:20]([CH3:21])=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=1[CH3:23]

Participants

4

Reactant 1

HCID 69733344HCID 69733344, compound

Product 1

HCID 10067963HCID 10067963, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

9 g of 1-(3,4-dihydroxy-2-methoxyphenyl)-2-[1,1-dimethyl-2-(2,4,6-trimethylphenyl)-ethylamino]ethanone hydrochloride is hydrogenated with 0.4 g of platinum(IV) oxide in 125 mL of methanol. The catalyst is filtered off and the solvent is distilled off under reduced pressure. The residue is dissolved in 50 mL of ethyl acetate and the precipitated crystals are suction filtered and washed with diethyl ether and ethyl acetate. Yield: 6 g (67%, hydrochloride); melting point: 98° C.-105° C.

Workup

  1. filtrationThe catalyst is filtered off
  2. distillationthe solvent is distilled off under reduced pressure
  3. dissolutionThe residue is dissolved in 50 mL of ethyl acetate
  4. filtrationfiltered
  5. washwashed with diethyl ether and ethyl acetate

Sources & evidence

ORD record
ord-74c2ff880a7240749afd9141298e556e
Source dataset
uspto-grants-2005_10
Patent number
US06951888B2

Reaction notes

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