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

HRID 490698Notes

Reaction equation

HRID 490698 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, washed wished water and brine, dried over sodium sulfate. Concentration yields the crude title compounds, which is used for the next step without further purification.

Workup

  1. extractionextracted with methylene chloride
  2. washwashed
  3. dry with materialdried over sodium sulfate
  4. concentrationConcentration

Sources & evidence

ORD record
ord-cbf47f43dd6f402f8c5e96776780b7ea
Source dataset
uspto-grants-2009_05
Patent number
US07528160B2

Reaction notes

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