Methyl 2-phenylthio-2-(3-phenoxyphenyl)propionate → Methyl 2-(3-phenoxyphenyl)propanoate

HRID 1389621Notes

Reaction equation

HRID 1389621 reaction equation
C1(S[C:8]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH:15]=2)([CH3:13])[C:9]([O:11][CH3:12])=[O:10])C=CC=CC=1>C(O)(=O)C.C(OCC)(=O)C.[Zn]>[O:20]([C:16]1[CH:15]=[C:14]([CH:8]([CH3:13])[C:9]([O:11][CH3:12])=[O:10])[CH:19]=[CH:18][CH:17]=1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 1

HCID 20556693Methyl 2-phenylthio-2-(3-phenoxyphenyl)propionate

Product 1

HCID 529082Methyl 2-(3-phenoxyphenyl)propanoate

Reagents, catalysts & solvents 3

HCID 23994ZincCatalystHCID 176Acetic AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

330 mg of methyl 2-phenylthio-2-(3-phenoxyphenyl)propionate obtained in Example 8 was dissolved in 2 ml of acetic acid and the solution was heated while refluxing for 1 hour in the presence of 300 mg of zinc powder. After allowing the reaction mixture to cool, it was diluted with ethyl acetate and the remaining zinc powder was removed by filtration. The filtrate was concentrated to obtain methyl 2-(3-phenoxyphenyl)propionate in a quantative yield.

Workup

  1. temperaturethe solution was heated
  2. temperatureto cool
  3. customthe remaining zinc powder was removed by filtration
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-5b4fc6e5ef894abcaba4e4bebf9fa3e2
Source dataset
uspto-grants-1981_01
Patent number
US04245108

Reaction notes

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