(4-(Decyloxy)phenyl)boronic acid → 2-(4-Decyloxyphenyl)-9,10-difluoro-7-butyl-phenanthrene

HRID 1419653Notes

Reaction equation

HRID 1419653 reaction equation
[F:1][C:2]1[C:3]2[C:8]([C:9]3[CH:10]=[CH:11][C:12](Br)=[CH:13][C:14]=3[C:15]=1[F:16])=[CH:7][CH:6]=[C:5]([CH2:18][CH2:19][CH2:20][CH3:21])[CH:4]=2.[CH2:22]([O:32][C:33]1[CH:38]=[CH:37][C:36](B(O)O)=[CH:35][CH:34]=1)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>[Pd]>[CH2:22]([O:32][C:33]1[CH:34]=[CH:35][C:36]([C:12]2[CH:11]=[CH:10][C:9]3[C:8]4[C:3](=[CH:4][C:5]([CH2:18][CH2:19][CH2:20][CH3:21])=[CH:6][CH:7]=4)[C:2]([F:1])=[C:15]([F:16])[C:14]=3[CH:13]=2)=[CH:37][CH:38]=1)[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]

Participants

4

Reactant 2

HCID 10612601(4-(Decyloxy)phenyl)boronic acidHCID 178875029,1 0-Difluoro-2-bromo-7-butylphenanthrene

Product 1

HCID 537491062-(4-Decyloxyphenyl)-9,10-difluoro-7-butyl-phenanthrene

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

From 9,1 0-difluoro-2-bromo-7-butylphenanthrene and 4-decyloxyphenyl-boronic acid by means of palladium-catalyzed Suzuki coupling (in analogy to Acc. Chem. Res. 1982, 15, 178). The crude product is purified by column chromatography.

Workup

  1. customThe crude product is purified by column chromatography

Sources & evidence

ORD record
ord-85da385c4d0e4688982864e9774447ea
Source dataset
uspto-grants-1999_03
Patent number
US05888422

Reaction notes

Loading…