Lithium Hydroxide → HCID 22641948, compound

HRID 2415452Notes

Reaction equation

HRID 2415452 reaction equation
C[O:2][C:3](=[O:21])[CH2:4][C:5]1[CH:10]=[C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH:8]=[CH:7][C:6]=1[I:20].[OH-].[Li+]>O.C1COCC1>[F:19][C:16]1[CH:15]=[CH:14][C:13]([CH2:12][O:11][C:9]2[CH:8]=[CH:7][C:6]([I:20])=[C:5]([CH2:4][C:3]([OH:21])=[O:2])[CH:10]=2)=[CH:18][CH:17]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 23525933HCID 23525933, compound

Product 1

HCID 22641948HCID 22641948, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of the [5-(4-fluoro-benzyloxy)-2-iodo-phenyl]-acetic acid methyl ester (example 20c, 3 g, 7.49 mmol) and lithium hydroxide (215 mg, 8.99 mmol) in water and THF (1:1 v:v, 40 mL) was stirred at room temperature for 2 h. The THF was evaporated and the mixture acidified to pH 3-4 with 0.1N HCl. After extraction with ethyl acetate, drying of the organic layer with magnesium sulfate, filtration and evaporation a white solid was obtained (2.9 g, 100%). MS: m/e=384.9 (M−H+).

Workup

  1. customThe THF was evaporated
  2. extractionAfter extraction with ethyl acetate
  3. dry with materialdrying of the organic layer with magnesium sulfate, filtration and evaporation a white solid
  4. customwas obtained (2.9 g, 100%)

Sources & evidence

ORD record
ord-113672beaaea4982b3741a75c6864fa0
Source dataset
uspto-grants-2004_11
Patent number
US06818774B2

Reaction notes

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