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

HRID 2225163Notes

Reaction equation

HRID 2225163 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH:11]=1)[C:5]([O:7]C)=[O:6].[OH-].[Li+:17]>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH:11]=1)[C:5]([O-:7])=[O:6].[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

Preparation C12, Step 1: 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 was freeze dried to yield 112 mg of light brown solids. This material was used as-is in the next step.

Workup

  1. customPreparation C12, Step 1
  2. customdried

Sources & evidence

ORD record
ord-10ca13e8243f4fe58902805308286f6e
Source dataset
uspto-grants-2008_05
Patent number
US07378409B2

Reaction notes

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