Ethyl chloroacetate → HCID 70530867, compound

HRID 1074515Notes

Reaction equation

HRID 1074515 reaction equation
[CH3:1][C:2]1[CH:15]=[CH:14][C:5]([S:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:22]([O:24][C:25](=[O:28])[CH2:26]Cl)[CH3:23]>CC(CC)=O>[CH2:22]([O:24][C:25](=[O:28])[CH2:26][O:13][C:10]1[CH:11]=[CH:12][C:7]([S:6][C:5]2[CH:14]=[CH:15][C:2]([CH3:1])=[CH:3][CH:4]=2)=[CH:8][CH:9]=1)[CH3:23]

Participants

5

Reactant 3

HCID 7751Ethyl chloroacetateHCID 11430Potassium CarbonateHCID 123413444-[(4-Methylphenyl)sulfanyl]phenol

Product 1

HCID 70530867HCID 70530867, compoundYield 63.3%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

While stirring, 30 g of 4(4-methylthio-phenoxy)-phenol were dissolved in 350 ml of methylethyl-ketone. After addition of 18 g of potassium carbonate and 16 g of chloroacetic acid ethyl ester, the mixture was heated at the boil for 8 hours. Inorganic components were then separated by suction-filtration. After vaporization of the organic solvent, the residue was dissolved in 300 ml of methylene chloride and the solution was shaken several times with water. The organic phase was vaporized and the residue was distilled in vacuo. 25 g of 4(4-methylthio-phenoxy)-phenoxy-acetic acid ethyl ester were obtained, boiling point: 215°-230°/3-4 mm mercury.

Workup

  1. temperaturethe mixture was heated at the boil for 8 hours
  2. customInorganic components were then separated by suction-filtration
  3. dissolutionAfter vaporization of the organic solvent, the residue was dissolved in 300 ml of methylene chloride
  4. stirringthe solution was shaken several times with water
  5. distillationthe residue was distilled in vacuo

Sources & evidence

ORD record
ord-4cc1a243fda04df3a9823e761bc0011f
Source dataset
uspto-grants-1983_07
Patent number
US04391995

Reaction notes

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