Lithium Hydroxide → Lithium 3-bromo-5-tert-butylbenzoate

HRID 1391914Notes

Reaction equation

HRID 1391914 reaction equation
C[O:2][C:3](=[O:15])[C:4]1[CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[CH:7]=[C:6]([Br:14])[CH:5]=1.[OH-].[Li+:17]>C1COCC1>[Br:14][C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([C:10]([CH3:13])([CH3:12])[CH3:11])[CH:7]=1)[C:3]([O-:15])=[O:2].[Li+:17]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 21075153Methyl 3-bromo-5-tert-butylbenzoate

Product 1

HCID 23716544Lithium 3-bromo-5-tert-butylbenzoateYield 133.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of the commercially available methyl-3-bromo-5-tert-butylbenzoate (87 mg, 0.32 mMol) in THF (2 mL) was treated with 0.5 N aqueous lithium hydroxide (0.71 mL, 0.35 mMol), and the mixture was stirred at room temperature for six hours. The THF was stripped in-vacuo, and the aqueous solution was freeze dried to yield 112 mg of light brown solids. This material was used as-is in the next step.

Workup

  1. customdried

Sources & evidence

ORD record
ord-5f3adff6618242e880361335637f61fb
Source dataset
uspto-grants-2008_03
Patent number
US07338947B2

Reaction notes

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