Ethyl chloroacetate → HCID 70530867, compound

HRID 1155363Notes

Reaction equation

HRID 1155363 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-58dba63818d34d6b8c4e6be6411a12f0
Source dataset
uspto-grants-1981_11
Patent number
US04301295

Reaction notes

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