Sodium Hydroxide → Sodium 2-[4-(4-chlorophenyl)-benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionate sesquihydrate

HRID 973299Notes

Reaction equation

HRID 973299 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:27]=[CH:26][C:11]([CH2:12][O:13][C:14]([C:22]([F:25])([F:24])[F:23])([C:18]([F:21])([F:20])[F:19])[C:15]([OH:17])=[O:16])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[OH-:28].[Na+:29]>O>[OH2:13].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([CH2:12][O:13][C:14]([C:18]([F:19])([F:20])[F:21])([C:22]([F:23])([F:24])[F:25])[C:15]([O-:17])=[O:16])=[CH:26][CH:27]=2)=[CH:4][CH:3]=1.[Na+:29].[OH2:28].[OH2:13].[Na+:29].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([CH2:12][O:13][C:14]([C:18]([F:19])([F:20])[F:21])([C:22]([F:23])([F:24])[F:25])[C:15]([O-:17])=[O:16])=[CH:26][CH:27]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 133842612-[4-(4-Chlorophenyl)benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionic acid

Product 1

HCID 131710944Sodium 2-[4-(4-chlorophenyl)-benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionate sesquihydrate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A stirred suspension of 2-[4-(4-chlorophenyl)benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionic acid (750 mg.) in water (10 ml.) is treated dropwise at room temperature with 0.4 N-aqueous sodium hydroxide solution (4.50 ml.). The resultant mixture is warmed briefly to 35° C., cooled, and filtered. The filtrate is washed with ether, refiltered, then evaporated in vacuo. The solid residue is dried in vacuo at 100° C. for 12 hours giving sodium 2-[4-(4-chlorophenyl)-benzyloxy]-3,3,3-trifluoro-2-trifluoromethylpropionate sesquihydrate (0.74 g.) as a solid, which does not melt below 300° C.

Workup

  1. temperaturecooled
  2. filtrationfiltered
  3. washThe filtrate is washed with ether
  4. customevaporated in vacuo
  5. customThe solid residue is dried in vacuo at 100° C. for 12 hours

Sources & evidence

ORD record
ord-e19c3c0446a54f5ea369f41b0d0c6fe1
Source dataset
uspto-grants-1977_10
Patent number
US04055595

Reaction notes

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