Water → 6-Bromo-4-fluoro-1-benzothiophene-2-carboxylic acid

HRID 523562Notes

Reaction equation

HRID 523562 reaction equation
C[O:2][C:3]([C:5]1[S:9][C:8]2[CH:10]=[C:11]([Br:15])[CH:12]=[C:13]([F:14])[C:7]=2[CH:6]=1)=[O:4].[Li+].[OH-].O>C1COCC1>[Br:15][C:11]1[CH:12]=[C:13]([F:14])[C:7]2[CH:6]=[C:5]([C:3]([OH:4])=[O:2])[S:9][C:8]=2[CH:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 19007547Methyl 6-bromo-4-fluoro-1-benzothiophene-2-carboxylate

Product 1

HCID 709828206-Bromo-4-fluoro-1-benzothiophene-2-carboxylic acidYield 88%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Using analogous reagents and reaction conditions as described in Example 25 for the preparation of I-25b above, 6-bromo-4-fluoro-benzo[b]thiophene-2-carboxylic acid methyl ester (I-26b: 2.3 g, 7.85 mmol) in THF (25 mL) was hydrolyzed with LiOH (1.65 g, 39.38 mmol) and water (20 mL) to afford 1.9 g of the product (83% yield).

Workup

  1. customreagents and reaction conditions

Sources & evidence

ORD record
ord-be62afb70cae4d9eb6611dde4ca48499
Source dataset
uspto-grants-2016_05
Patent number
US09339501B2

Reaction notes

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