HCID 54182095, compound → HCID 20230517, compound

HRID 2290823Notes

Reaction equation

HRID 2290823 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH:23]=[CH:24][CH:25]([O:32][CH3:33])[CH:26]([CH3:31])[CH2:27][CH2:28][CH2:29][CH3:30])[CH:12]=[CH:13][C:14]=1[O:15]CC1C=CC=CC=1)C1C=CC=CC=1.[H][H]>[C].[Pd].CO.C(OCC)(=O)C>[OH:8][C:9]1[CH:10]=[C:11]([CH2:23][CH2:24][CH:25]([O:32][CH3:33])[CH:26]([CH3:31])[CH2:27][CH2:28][CH2:29][CH3:30])[CH:12]=[CH:13][C:14]=1[OH:15]

Participants

6

Reactant 2

HCID 54182095HCID 54182095, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20230517HCID 20230517, compoundYield 98.4%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Using 0.1 g of 10% palladium-carbon as catalyst, 560 mg of 1-(3,4-dibenzyloxyphenyl)-3-methoxy-4-methyl-1-octene was catalytically reduced in a mixture of 5 ml of methanol and 5 ml of ethyl acetate until the absorption of hydrogen stopped. Thereafter, the catalyst was filtered off and the filtrate was concentrated under reduced perssure to provide 330 mg of oily 1-(3,4-dihydroxyphenyl)-3-methoxy-4-methyl-octane.

Workup

  1. filtrationThereafter, the catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced perssure

Sources & evidence

ORD record
ord-493a81903d144d3eb80dbc86ad7c5912
Source dataset
uspto-grants-1986_10
Patent number
US04618627

Reaction notes

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