Potassium Hydroxide → HCID 13384246, compound

HRID 2419919Notes

Reaction equation

HRID 2419919 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:24]=[CH:23][C:11]([O:12][C:13]([CH3:22])([C:18]([F:21])([F:20])[F:19])[C:14]([O:16]C)=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH-].[K+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]=[CH:10][C:11]([O:12][C:13]([CH3:22])([C:18]([F:19])([F:20])[F:21])[C:14]([OH:16])=[O:15])=[CH:23][CH:24]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 13384245HCID 13384245, compound

Product 1

HCID 13384246HCID 13384246, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of (±)-methyl 2-[4-(4-chlorophenyl)phenoxy]-3,3,3-trifluoro-2-methylpropionate (20 g.), methanol (120 ml.) and 5.2 N-aqueous potassium hydroxide (13 ml.) is stirred at ambient temperature for 18 hours. Most of the methanol is evaporated in vacuo, and water is added. The mixture is washed with light petroleum, and concentrated hydrochloric acid added to the aqueous phase. The mixture is extracted with ether, and the extract is dried with sodium sulphate, treated with carbon and evaporated. The residue is crystallised from toluene to give (±)-2-[4-(4-chlorophenyl)phenoxy]-3,3,3-trifluoro-2-methylpropionic acid, m.p. 198°-199° C. (8.35 g.).

Workup

  1. customMost of the methanol is evaporated in vacuo, and water
  2. additionis added
  3. washThe mixture is washed with light petroleum, and concentrated hydrochloric acid
  4. additionadded to the aqueous phase
  5. extractionThe mixture is extracted with ether
  6. dry with materialthe extract is dried with sodium sulphate
  7. additiontreated with carbon
  8. customevaporated
  9. customThe residue is crystallised from toluene

Sources & evidence

ORD record
ord-dbb14d660e3b41b5bac7aaebf725c648
Source dataset
uspto-grants-1978_08
Patent number
US04107329

Reaction notes

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