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

HRID 2292422Notes

Reaction equation

[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].C([Li])CCC.[B:22](OC(C)C)([O:27]C(C)C)[O:23]C(C)C>>[CH2:9]([C:3]1[CH:4]=[CH:5][C:6]([B:22]([OH:27])[OH:23])=[C:7]([F:8])[C:2]=1[F:1])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

Reactant 3

HCID 21531Triisopropyl borate

HCID 144956292,3-Difluoro-1-octylbenzene

HCID 178418339Butyllithium

Product 1

HCID 19359093(2,3-Difluoro-4-octylphenyl)boronic acid

Procedure

Quantities: compound from Example 25 (31 g, 0.14 mol), n-butyllithium (14 cm3, 10.0M in hexanes, 0.14 mol) and triisopropyl borate (52.7 g, 0.28 mol). The experimental procedure was as described in Example 28.

Sources & evidence

ORD record: ord-4212ef43f77344fc8c7fc4e4b52fbf45
Source dataset: uspto-grants-1997_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05683623

Reaction notes

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