Sodium Hydroxide → HCID 12898559, compound

HRID 1680255Notes

Reaction equation

HRID 1680255 reaction equation
[F:1][C:2]([F:26])([F:25])[C:3]([C:10]1[CH:22]=[C:21]([CH3:23])[C:13]([O:14][CH2:15][C:16]([O:18]CC)=[O:17])=[C:12]([CH3:24])[CH:11]=1)([O:8][CH3:9])[C:4]([F:7])([F:6])[F:5].[OH-].[Na+]>CO>[F:1][C:2]([F:25])([F:26])[C:3]([C:10]1[CH:22]=[C:21]([CH3:23])[C:13]([O:14][CH2:15][C:16]([OH:18])=[O:17])=[C:12]([CH3:24])[CH:11]=1)([O:8][CH3:9])[C:4]([F:5])([F:7])[F:6]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12898558HCID 12898558, compound

Product 1

HCID 12898559HCID 12898559, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add ethyl 2-[4-(hexafluoro-2-methoxy-2-propyl)-2,6-dimethylphenoxy]acetate (2.6 g=6.7 mmol) to 30 ml 1.0 N NaOH. Add 20 ml methanol and reflux 3 hours. Acidify with 1.0 N HCl and extract with ether. Dry, concentrate and recrystallize the combined extracts from hexane to obtain, as a white solid, 2-[4-(hexafluoro-2-methoxy-2-propyl)-2,6-dimethylphenoxy]acetic acid, m.p. 105°-108° C.

Workup

  1. temperaturereflux 3 hours
  2. extractionAcidify with 1.0 N HCl and extract with ether
  3. customDry
  4. concentrationconcentrate
  5. customrecrystallize the combined extracts from hexane

Sources & evidence

ORD record
ord-540101379c554253bfa7dcee89b4e5b8
Source dataset
uspto-grants-1981_06
Patent number
US04272550

Reaction notes

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