2-Bromotoluene → HCID 178424390, compound

HRID 2085593Notes

Reaction equation

HRID 2085593 reaction equation
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH3:8].C([Li])(C)(C)C.CCCCC.[B:19](OC)([O:22]C)[O:20]C>O1CCCC1>[C:3]1([CH3:8])[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[O:20][BH:19][OH:22]

Participants

6

Reactant 4

HCID 72362-BromotolueneHCID 8003PentaneHCID 8470Trimethyl borateHCID 178418306HCID 178418306, compound

Product 1

HCID 178424390HCID 178424390, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following General Procedure A and using 2-bromotoluene (2 g, 7.8 mmol), 20 mL of anhydrous tetrahydrofuran, 1.7M solution of t-butyllithium in n-pentane (14 mL, 15.5 mmol) and trimethyl borate (2.6 mL, 15.5 mmol), the title compound was obtained after recrystallization from ethyl acetate-hexane mixture (0.8 g, 51%).

Sources & evidence

ORD record
ord-1911255ac3944899ac9f517203c1c21b
Source dataset
uspto-grants-2004_04
Patent number
US06720423B2

Reaction notes

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