Triisopropyl borate → [2,3-Difluoro-4-(heptyloxy)phenyl]boronic acid

HRID 2292430Notes

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][CH3:21].[B:22](OC(C)C)([O:27]C(C)C)[O:23]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][CH3:21])[CH:9]=[CH:10][C:11]=1[B:22]([OH:27])[OH:23]

Participants

Reactant 3

HCID 21531Triisopropyl borate

HCID 214779471,2-Difluoro-3-(heptyloxy)benzene

HCID 178418339Butyllithium

Product 1

HCID 21477961[2,3-Difluoro-4-(heptyloxy)phenyl]boronic acid

Procedure

Quantities: n-butyllithium (20 cm3, 10.0M in hexanes, 0.2 mol), compound from Example 40 (45.5 g, 0.2 mol) and triisopropyl borate (74.4 g, 0.4 mol). The experimental procedure was as described in Example 28.

Sources & evidence

ORD record: ord-af23ae372b474ac0926e3d034badfe5f
Source dataset: uspto-grants-1997_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05683623

Reaction notes

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