1-Cyclooct-2-enylethanol → HCID 66957734, compound

HRID 1363951Notes

Reaction equation

HRID 1363951 reaction equation
[CH:1]1([CH:9]([OH:11])[CH3:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[CH:1]1([C:9](=[O:11])[CH3:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 669572891-Cyclooct-2-enylethanolHCID 178418287HCID 178418287, compound

Product 1

HCID 66957734HCID 66957734, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
20 °C

Procedure

At 0° C., a solution of 1-cyclooct-2-enylethanol (1.4 g, 9 mmol) in dichloromethane (20 ml) was added to pyridiniumchlorochromate (2.35 g, 11 mmol) in dichloromethane (30 ml). The resulting mixture was stirred at 20° C. during 3.5 h and filtered through Celite®. The filtrate was concentrated and the crude product purified by flash chromatography (hexane/Et2O 6:1) to give 0.7 g of 1-cyclooct-2-enylethanone (55%).

Workup

  1. filtrationfiltered through Celite®
  2. concentrationThe filtrate was concentrated
  3. customthe crude product purified by flash chromatography (hexane/Et2O 6:1)

Sources & evidence

ORD record
ord-370f3edf77664681b0af7353941c8667
Source dataset
uspto-grants-2011_02
Patent number
US07888309B2

Reaction notes

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