HCID 54004567, compound → HCID 54205265, compound

HRID 344929Notes

Reaction equation

HRID 344929 reaction equation
[CH2:1]([C:4]1[CH:9]=[C:8]([CH2:10][CH:11]=[CH2:12])[CH:7]=[C:6]([C:13]2[CH:18]=[C:17]([CH2:19][CH:20]=[CH2:21])[C:16]([OH:22])=[C:15]([CH2:23][CH:24]=[CH2:25])[CH:14]=2)[C:5]=1[OH:26])[CH:2]=[CH2:3]>C(OCC)(=O)C.[C].[Pd]>[CH2:1]([C:4]1[CH:9]=[C:8]([CH2:10][CH2:11][CH3:12])[CH:7]=[C:6]([C:13]2[CH:14]=[C:15]([CH2:23][CH2:24][CH3:25])[C:16]([OH:22])=[C:17]([CH2:19][CH2:20][CH3:21])[CH:18]=2)[C:5]=1[OH:26])[CH2:2][CH3:3]

Participants

4

Reactant 1

HCID 54004567HCID 54004567, compound

Product 1

HCID 54205265HCID 54205265, compoundYield 73.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution was prepared by dissolving 0.2 g of 3,3',5,-5'-tetraallyl-2,4'-biphenyldiol in 10 ml of ethyl acetate. The solution was catalytic reduced with 50 mg of 5% palladium-carbon catalyst at room temperature under normal pressure. The catalyst was filtered out, and the filtrate was concentrated and purified by a silica gel column-chromatography (n-hexane:ethyl acetate=5:1) to yield 0.15 g of 3,3',5,5'-tetrapropyl-2,4'-biphenyldiol.

Workup

  1. customA solution was prepared
  2. filtrationThe catalyst was filtered out
  3. concentrationthe filtrate was concentrated
  4. custompurified by a silica gel column-chromatography (n-hexane:ethyl acetate=5:1)

Sources & evidence

ORD record
ord-557392c6265a4e949644ee7141b5cb11
Source dataset
uspto-grants-1991_10
Patent number
US05053548

Reaction notes

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