HCID 20243469, compound → 4'-(Octyloxy)[1,1'-biphenyl]-4-amine

HRID 482819Notes

Reaction equation

HRID 482819 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[H][H]>[Pd].C(OCC)(=O)C>[CH2:1]([O:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=2)=[CH:14][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

5

Reactant 2

HCID 20243469HCID 20243469, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 570163564'-(Octyloxy)[1,1'-biphenyl]-4-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

4'-n-Octyloxy-4-nitrobiphenyl, a known substance, was reduced with hydrogen in an ethyl acetate solution using a Pd/C catalyst and recrystallized from ethanol to obtain 4'-n-octyloxy-4-aminobiphenyl. 3 g of the obtained product was reacted with 2.2 g S-p-(2-methylbutyloxycarbonyl)benzaldehyde in the same manner as described in Example 19 and recrystallized from ethyl acetate to obtain bright yellow crystals.

Workup

  1. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-24b0a41c53b6414f98e4bb616ad91da7
Source dataset
uspto-grants-1986_03
Patent number
US04576732

Reaction notes

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