Methanol → HCID 13384244, compound

HRID 973317Notes

Reaction equation

HRID 973317 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([O:6][C:7]([CH3:16])([C:12]([F:15])([F:14])[F:13])[C:8]([O:10]C)=[O:9])=[CH:4][CH:3]=1.CO.[OH-].[K+]>O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]([CH3:16])([C:12]([F:13])([F:14])[F:15])[C:8]([OH:10])=[O:9])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 13384243HCID 13384243, compound

Product 1

HCID 13384244HCID 13384244, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of (±)-methyl 2-(4-chlorophenoxy)-3,3,3-trifluoro-2 -methylpropionate (1.41 g.), methanol (4.0 ml.), and 4.5 N-aqueous potassium hydroxide (2.3 ml.) is stirred at ambient temperature for 10 minutes. The resulting solution is diluted with water, washed with ether, acidified with concentrated hydrochloric acid, and extracted with ether. The extract is washed with water, dried with sodium sulphate and evaporated to a residue which is crystallised from light petroleum (b.p. 60°-80° C.) to give (±)-2-(4-chlorophenoxy)-3,3,3-trifluoro-2-methylpropionic acid, m.p. 141°-142° C. (0.7 g.).

Workup

  1. washwashed with ether
  2. extractionextracted with ether
  3. washThe extract is washed with water
  4. dry with materialdried with sodium sulphate
  5. customevaporated to a residue which
  6. customis crystallised from light petroleum (b.p. 60°-80° C.)

Sources & evidence

ORD record
ord-faafa97d617745418ce92960ac351f41
Source dataset
uspto-grants-1977_10
Patent number
US04055595

Reaction notes

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