Diethyl Ether → HCID 86634464, compound

HRID 546356Notes

Reaction equation

HRID 546356 reaction equation
[CH:1]1([C:4](=[O:9])[CH2:5][CH2:6][CH2:7][OH:8])[CH2:3][CH2:2]1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.C(OCC)C>ClCCl>[CH:1]1([C:4](=[O:9])[CH2:5][CH2:6][CH:7]=[O:8])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 3283Diethyl Ether2×HCID 1572618325979-84-4HCID 178418287HCID 178418287, compound

Product 1

HCID 86634464HCID 86634464, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

230 mg (1.79 mmol) of 1-cyclopropyl-4-hydroxy-1-butanone was dissolved in 7 ml of dichloromethane, and 580 mg (2.69 mmol) of pyridinium chlorochromate was added thereto, followed by stirring for 1 hour at room temperature. To the reaction solution was added diethyl ether, the mixture was filtered using Celite, and the filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (solvent; diethyl ether alone) to give 176 mg of the title compound as a pale yellow oil (yield: 78%).

Workup

  1. filtrationthe mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ac6728dfa2324390b12ed3895dcaca40
Source dataset
uspto-grants-2011_05
Patent number
US07935835B2

Reaction notes

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