2-Methyl-3-(trifluoromethyl)benzyl alcohol → 2-Methyl-3-(trifluoromethyl)benzaldehyde

HRID 1096831Notes

Reaction equation

HRID 1096831 reaction equation
[CH3:1][C:2]1[C:9]([C:10]([F:13])([F:12])[F:11])=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][OH:5]>C(Cl)Cl.O=[Mn]=O>[CH3:1][C:2]1[C:9]([C:10]([F:11])([F:12])[F:13])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5]

Participants

4

Reactant 1

HCID 27756102-Methyl-3-(trifluoromethyl)benzyl alcohol

Product 1

HCID 37191482-Methyl-3-(trifluoromethyl)benzaldehyde

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a sol. of 2-methyl-3-trifluoromethylbenzyl alcohol (0.500 g, 2.63 mmol) in CH2Cl2 (25 mL) was added activated MnO2 (2.29 g, 26.3 mmol). After stirring for 72 h, the mixture was filtered over Celite, and the solvents were removed under reduced pressure. The aldehyde is used in the next step without further purification. 1H NMR (CDCl3) δ 10.40 (s, 1H), 8.00 (d, 1H), 7.85 (d, 1H), 7.45 (t, 1H), 2.8 (s, 3H).

Workup

  1. filtrationthe mixture was filtered over Celite
  2. customthe solvents were removed under reduced pressure
  3. customThe aldehyde is used in the next step without further purification

Sources & evidence

ORD record
ord-8d06c68ad251450f9c1b069ecc633508
Source dataset
uspto-grants-2012_03
Patent number
US08138340B2

Reaction notes

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