Hydrochloric Acid → HCID 4962125, compound

HRID 1649294Notes

Reaction equation

HRID 1649294 reaction equation
[CH:1]1[C:6]([C:7]([F:10])([F:9])[F:8])=[CH:5][C:4]([OH:11])=[CH:3][C:2]=1[C:12]([F:15])([F:14])[F:13].[OH-].[Na+].Br[CH2:19][C:20]([OH:22])=[O:21].C(=O)([O-])[O-].[K+].[K+].Cl>O>[F:15][C:12]([F:13])([F:14])[C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([C:7]([F:9])([F:8])[F:10])[CH:1]=1)[O:11][CH2:19][C:20]([OH:22])=[O:21]

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 6227Bromoacetic AcidHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 676803,5-Bis(trifluoromethyl)phenol

Product 1

HCID 4962125HCID 4962125, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
0 °C

Procedure

To a stirred solution containing 115 g (0.50 mole) of 3,5-ditrifluoromethylphenol, 44 g (0.55 mole) of 50% aqueous sodium hydroxide and 500 ml of water, 76.4 g (0.55 mole) of bromoacetic acid in 250 ml of water neutralized with 38.7 g of potassium carbonate to pH=9 was added in one portion. The stirred reaction mixture was heated at 80°-90° C. for 24 hours. After cooling to 0° C., 60 g (0.60 mole) of concentrated hydrochloric acid in 500 ml of water was added dropwise to the solution. After stirring at 0°-10° C., the resulting solid was collected by filtration, washed with water until the washings were neutral to litmus and air-dried at 25°-30° C. A product with a melting point of 103°-104° C. was obtained in 80% yield.

Workup

  1. additionwas added in one portion
  2. customThe stirred reaction mixture
  3. temperaturewas heated at 80°-90° C. for 24 hours
  4. filtrationthe resulting solid was collected by filtration
  5. washwashed with water until the washings
  6. customair-dried at 25°-30° C
  7. customA product with a melting point of 103°-104° C. was obtained in 80% yield

Sources & evidence

ORD record
ord-d7f75b956578473a8d160e8b188db0d9
Source dataset
uspto-grants-1983_11
Patent number
US04416687

Reaction notes

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