Triisopropyl borate → (4-Decyl-2,3-difluorophenyl)boronic acid

HRID 2292424Notes

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][CH2:16][CH2:17][CH3:18].C([Li])CCC.[B:24](OC(C)C)([O:29]C(C)C)[O:25]C(C)C>>[CH2:9]([C:3]1[CH:4]=[CH:5][C:6]([B:24]([OH:29])[OH:25])=[C:7]([F:8])[C:2]=1[F:1])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

Reactant 3

HCID 21531Triisopropyl borate

HCID 214779451-Decyl-2,3-difluorobenzene

HCID 178418339Butyllithium

Product 1

HCID 19359100(4-Decyl-2,3-difluorophenyl)boronic acid

Procedure

Quantities: compound from Example 27 (26.7 g, 105 mmol), n-butyllithium (11 cm3, 10.0M in hexanes, 0.11 mol) and triisopropyl borate (39.5 g, 0.21 mol). The experimental procedure was as described in Example 28.

Sources & evidence

ORD record: ord-cefa6fa38fc448fb9da0b4f41d76270c
Source dataset: uspto-grants-1997_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05683623

Reaction notes

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