Water → Ethyl 2-chloro-3-oxo-5-phenylpentanoate

HRID 860580Notes

Reaction equation

HRID 860580 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[CH2:5][C:6](=[O:15])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:2].S(Cl)([Cl:20])(=O)=O.O>C(Cl)Cl>[CH2:1]([O:3][C:4](=[O:16])[CH:5]([Cl:20])[C:6](=[O:15])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 24648Sulfuryl chlorideHCID 61162Ethyl 3-oxo-5-phenylpentanoate

Product 1

HCID 17951852Ethyl 2-chloro-3-oxo-5-phenylpentanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-oxo-5-phenyl-pentanoic acid ethyl ester (1.6 g, 7.76 mmol) in methylene chloride (18 mL) is added sulfuryl chloride (1.15 g, 8.53 mmol) dropwise. After stirred at room temperature for 6 hours, the reaction mixture is poured into water, extracted with methylene chloride, is washed water and brine, dried over sodium sulfate. Concentration gave the crude title compound, which is used for the next step without further purification.

Workup

  1. extractionextracted with methylene chloride
  2. washis washed water and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationConcentration

Sources & evidence

ORD record
ord-21e79c5c384341cfaa989562e596c4e8
Source dataset
uspto-grants-2006_12
Patent number
US07153878B2

Reaction notes

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