Trimethyl borate → HCID 21846318, compound

HRID 343846Notes

Reaction equation

HRID 343846 reaction equation
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([F:12])=[CH:4][CH:3]=1.C([Li])CCC.[CH3:18][O:19][B:20](OC)[O:21][CH3:22]>O1CCCC1>[CH3:18][O:19][B:20]([O:21][CH3:22])[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([F:12])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8470Trimethyl borateHCID 676471-Bromo 4-fluoronaphthaleneHCID 178418339Butyllithium

Product 1

HCID 21846318HCID 21846318, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 1-bromo-4-fluoronaphthalene (0.5 g) in 10 mL of tetrahydrofuran at -78° C. under nitrogen was added n-butyllithium (1.6M, 1.53 mL) dropwise. The solution was allowed to stir for 5 minutes, then trimethoxyborane (0.33 mL) was added dropwise. The solution was allowed to warm to room temperature and the solvent removed under reduced pressure to give a solid, dimethoxy-(4-fluoronaphth-1-yl)borane, a compound of formula (7).

Workup

  1. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-0a6f8047443648cb8ad6f3ffe9913db1
Source dataset
uspto-grants-1999_01
Patent number
US05863924

Reaction notes

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