Sodium Hydroxide → HCID 13384259, compound

HRID 973291Notes

Reaction equation

HRID 973291 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][O:7][C:8]([C:18]([F:21])([F:20])[F:19])([C:14]([F:17])([F:16])[F:15])[C:9]([O:11]CC)=[O:10])=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][O:7][C:8]([C:14]([F:15])([F:16])[F:17])([C:18]([F:19])([F:20])[F:21])[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 13384258HCID 13384258, compound

Product 1

HCID 13384259HCID 13384259, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of ethyl 2-(4-chlorobenzyloxy)-3,3,3-trifluoro-2-trifluoromethylpropionate (3.65 g.), N-aqueous sodium hydroxide (100 ml.) and ethanol (50 ml.) is stirred at ambient temperature for 2 days, and then evaporated in vacuo. Water is added, and the mixture is washed with ether. The aqueous phase is acidified with concentrated hydrochloric acid and extracted with ether. The extract is dried with sodium sulphate, evaporated, and the residue is crystallised from light petroleum (b.p. 40°-60° C.) to give 2-(4-chlorobenzyloxy)-3,3,3-trifluoro-2-trifluoromethylpropionic acid, m.p. 98°-99° C. (1.42 g.).

Workup

  1. customevaporated in vacuo
  2. additionWater is added
  3. washthe mixture is washed with ether
  4. extractionextracted with ether
  5. dry with materialThe extract is dried with sodium sulphate
  6. customevaporated
  7. customthe residue is crystallised from light petroleum (b.p. 40°-60° C.)

Sources & evidence

ORD record
ord-b43aaa8cf704473d9f3efd2cd22db19c
Source dataset
uspto-grants-1977_10
Patent number
US04055595

Reaction notes

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