Lithium Hydroxide → 82027-57-4

HRID 2289319Notes

Reaction equation

HRID 2289319 reaction equation
[F:1][C:2]([F:16])([F:15])[CH2:3][O:4][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:6]([O-:8])=[O:7].[Li+].[OH-]>COCCOC>[F:1][C:2]([F:15])([F:16])[CH2:3][O:4][CH:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 74550115HCID 74550115, compound

Product 1

HCID 2183723282027-57-4

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

To a stirred solution of methyl 2-(2,2,2-trifluoroethoxyphenylacetate (2 g, 8 mmol) from Step 1 above in DME (20 mL) was added aqueous LiOH (20 mL of a 1.0 M solution, 20 mmol). The solution was stirred at ambient temperature for 1 h. The solution was concentrated under reduced pressure to ~10 mL and 0.25 M aqueous citric acid (20 mL) was added. The precipitate was removed by filtration and dried under reduced pressure to give 2-(2,2,2-trifluoroethoxyphenylacetic acid as a crystalline solid (HPLC retention time=7.4 min (method E)).

Workup

  1. concentrationThe solution was concentrated under reduced pressure to ~10 mL and 0.25 M aqueous citric acid (20 mL)
  2. additionwas added
  3. customThe precipitate was removed by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-9fbc7262f0c948b2bc211811d34f7824
Source dataset
uspto-grants-2000_07
Patent number
US06090805

Reaction notes

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