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

HRID 1419652Notes

Reaction equation

HRID 1419652 reaction equation
[F:1][C:2]1([F:23])[C:15]([F:17])([F:16])[C:14]2[CH2:13][CH:12](Br)[CH:11]=[CH:10][C:9]=2[C:8]2[C:3]1=[CH:4][C:5]([CH2:19][CH2:20][CH2:21][CH3:22])=[CH:6][CH:7]=2.[CH2:24]([O:34][C:35]1[CH:40]=[CH:39][C:38](B(O)O)=[CH:37][CH:36]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>[Pd]>[CH2:24]([O:34][C:35]1[CH:36]=[CH:37][C:38]([C:12]2[CH:11]=[CH:10][C:9]3[C:8]4[C:3](=[CH:4][C:5]([CH2:19][CH2:20][CH2:21][CH3:22])=[CH:6][CH:7]=4)[C:2]([F:23])([F:1])[C:15]([F:17])([F:16])[C:14]=3[CH:13]=2)=[CH:39][CH:40]=1)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

Participants

4

Reactant 2

HCID 10612601(4-(Decyloxy)phenyl)boronic acidHCID 544427329,9,10,10-Tetrafluoro-2-bromo-7-butyldihydrophenanthrene

Product 1

HCID 545610942-(4-Decyloxyphenyl)-9,9,10,10-tetrafluoro-7-butyl-9,10-dihydrophenanthrene

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

From 9,9,10,10-tetrafluoro-2-bromo-7-butyldihydrophenanthrene and 4-decyloxyphenylboronic 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-18bcf341992a40ba9379444e544c305c
Source dataset
uspto-grants-1999_03
Patent number
US05888422

Reaction notes

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