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

HRID 854511Notes

Reaction equation

HRID 854511 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 wwashed water and brine, dried over sodium sulfate. Concentration gave 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-f5c0cd7af9ef4249860c3ee9b0e08a83
Source dataset
uspto-grants-2007_08
Patent number
US07259175B2

Reaction notes

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