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

HRID 2292421Notes

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][CH3:15].C([Li])CCC.[B:21](OC(C)C)([O:26]C(C)C)[O:22]C(C)C>>[CH2:9]([C:3]1[CH:4]=[CH:5][C:6]([B:21]([OH:26])[OH:22])=[C:7]([F:8])[C:2]=1[F:1])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

Reactant 3

HCID 21531Triisopropyl borate

HCID 21477955HCID 21477955, compound

HCID 178418339Butyllithium

Product 1

HCID 22290093(2,3-Difluoro-4-heptylphenyl)boronic acid

Procedure

Quantities: compound from Example 24 (31.4 g, 0.15 mol), n-butyllithium (15 cm3, 10.0M in hexanes, 0.15 mol) and triisopropyl borate (56.4 g, 0.3 mol). The experimental procedure was as described in Example 28.

Sources & evidence

ORD record: ord-f518f3efc238455caeccb85245991f1a
Source dataset: uspto-grants-1997_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05683623

Reaction notes

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