Triisopropyl borate → (2,3-Difluoro-4-(octyloxy)phenyl)boronic acid

Reaction equation

C([Li])CCC.[F:6][C:7]1[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:8]=1[O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22].[B:23](OC(C)C)([O:28]C(C)C)[O:24]C(C)C>>[F:13][C:12]1[C:7]([F:6])=[C:8]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[CH:9]=[CH:10][C:11]=1[B:23]([OH:28])[OH:24]

Participants

Reactant 3

HCID 21531Triisopropyl borate

HCID 105624971,2-Difluoro-3-(octyloxy)benzene

HCID 178418339Butyllithium

Product 1

HCID 10850744(2,3-Difluoro-4-(octyloxy)phenyl)boronic acid

Procedure

Quantities: n-butyllithium (10 cm3, 10.0M in hexanes, 0.1 mol), compound from Example 41 (23.4 g, 0.1 mol) and triisopropyl borate (37.6 g, 0.2 mol). The experimental procedure was as described in Example 28.

Sources & evidence

ORD record: ord-c80776576d6a468b88619fb615e40f3f
Source dataset: uspto-grants-1997_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05683623

Reaction notes

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