Lithium Hydroxide → lithium 2-(5-(trifluoromethoxy)-1H-indol-2-yl)acetate

HRID 641590Notes

Reaction equation

HRID 641590 reaction equation
[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([CH2:13][C:14]([O:16]CC)=[O:15])=[CH:7]2.C1COCC1.O.[OH-].[Li+:28]>C1COCC1>[F:20][C:2]([F:1])([F:19])[O:3][C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([CH2:13][C:14]([O-:16])=[O:15])=[CH:7]2.[Li+:28]

Participants

5

Reactant 3

HCID 3939Lithium HydroxideHCID 21881883Oxolane--water (1/1)HCID 68637441ethyl 2-(5-(trifluoromethoxy)-1H-indol-2-yl)acetate

Product 1

HCID 68638606lithium 2-(5-(trifluoromethoxy)-1H-indol-2-yl)acetateYield 102.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of ethyl 2-(5-(trifluoromethoxy)-1H-indol-2-yl)acetate (96 mg, 0.33 mmol) in 2:1 THF/water (6 mL) was treated with lithium hydroxide (10 mg, 0.4 mmol), and the reaction was stirred overnight. The THF was stripped, and the aqueous was freeze-dried to yield 90 mg of an off-white solid as product.

Workup

  1. customthe aqueous was freeze-dried

Sources & evidence

ORD record
ord-8fe99cb3199b4d6e8c49a6cf0b9e9af6
Source dataset
uspto-grants-2010_04
Patent number
US07696205B2

Reaction notes

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