(2,3-Difluorophenyl)boronic acid → 2-(2,3-Difluorobiphenyl-4'-yl)-5-octyl-1,3-dioxane

HRID 2292442Notes

Reaction equation

HRID 2292442 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[O:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:10][O:9]2)=[CH:4][CH:3]=1.[F:22][C:23]1[C:28]([F:29])=[CH:27][CH:26]=[CH:25][C:24]=1B(O)O>C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C(=O)([O-])[O-].[Na+].[Na+]>[F:22][C:23]1[C:28]([F:29])=[CH:27][CH:26]=[CH:25][C:24]=1[C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[O:13][CH2:12][CH:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH2:10][O:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 2734333(2,3-Difluorophenyl)boronic acidHCID 129249672-(4'-Bromophenyl)-5-n-octyl-1,3-dioxane

Product 1

HCID 214779752-(2,3-Difluorobiphenyl-4'-yl)-5-octyl-1,3-dioxane

Reagents, catalysts & solvents 2

HCID 178418397HCID 178418397, compoundCatalystHCID 10340Sodium CarbonateSolvent

Procedure

Quantities: compound from Example 14 (10.7 g, 30 mmol), compound from Example 36 (5.5 g, 35 mmol), tetrakis(triphenylphosphine)palladium(0) (1.04 mg, 0.9 mmol) and aqueous sodium carbonate (30 cm3, 2M). The experimental procedure was as described in Example 63.

Sources & evidence

ORD record
ord-9ac42e18da964919bfa8e3fc5ce013b9
Source dataset
uspto-grants-1997_11
Patent number
US05683623

Reaction notes

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