Sodium Hydroxide → HCID 13384259, compound

HRID 2419892Notes

Reaction equation

HRID 2419892 reaction equation
C([O:3][C:4](=[O:23])[C:5]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=1)([C:10]([F:13])([F:12])[F:11])[C:6]([F:9])([F:8])[F:7])C.[OH-].[Na+]>C(O)C>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([CH2:15][O:14][C:5]([C:6]([F:7])([F:8])[F:9])([C:10]([F:11])([F:12])[F:13])[C:4]([OH:23])=[O:3])=[CH:17][CH:18]=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-95e438f788f341e9810c09d03b6950b1
Source dataset
uspto-grants-1978_08
Patent number
US04107329

Reaction notes

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