Dichloromethane → 3-Methylcyclohexane-1-carbaldehyde

HRID 1533886Notes

Reaction equation

HRID 1533886 reaction equation
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.Cl[CH2:10]Cl>>[CH3:10][CH:5]1[CH2:6][CH2:7][CH2:8][CH:3]([CH:2]=[O:1])[CH2:4]1

Participants

3

Reactant 2

HCID 6344DichloromethaneHCID 7507Cyclohexanemethanol

Product 1

HCID 146194483-Methylcyclohexane-1-carbaldehyde

Procedure

To a solution of 1-hydroxymethylcyclohexane (6.8 g, 0.053 mole) in 150 ml dichloromethane was added pcc (22.9 g, 0.106 mole) under nitrogen. Stirring continued for 1 hour at room temperature. The solids were removed by filtration through Florisil and the filtrate was concentrated to give 8 g of the title compound. The NMR spectrum showed 0.90, 0.95 (d, 3H, J=8 Hz), 0.86-2.32 (m, 10H), and 9.68, 9.70 (d, 1H, J=2 Hz).

Workup

  1. customThe solids were removed by filtration through Florisil
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-5b3791739dd44eff90c4c48270359cde
Source dataset
uspto-grants-1992_02
Patent number
US05086062

Reaction notes

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