[3-Fluoro-2-(trifluoromethyl)pyridin-4-yl]methanol → 3-Fluoro-2-(trifluoromethyl)pyridine-4-carbaldehyde

HRID 1527467Notes

Reaction equation

HRID 1527467 reaction equation
[F:1][C:2]1[C:3]([C:10]([F:13])([F:12])[F:11])=[N:4][CH:5]=[CH:6][C:7]=1[CH2:8][OH:9]>C(Cl)Cl.O=[Mn]=O>[F:1][C:2]1[C:3]([C:10]([F:12])([F:13])[F:11])=[N:4][CH:5]=[CH:6][C:7]=1[CH:8]=[O:9]

Participants

4

Reactant 1

HCID 68283421[3-Fluoro-2-(trifluoromethyl)pyridin-4-yl]methanol

Product 1

HCID 866738643-Fluoro-2-(trifluoromethyl)pyridine-4-carbaldehyde

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of (3-fluoro-2-trifluoromethyl-pyridin-4-yl)-methanol (0.620 g, 3.18 mmol) and activated MnO2 (3.20 g, 36.5 mmol) in CH2Cl2 was stirred at RT overnight. The solid was filtered off, washed with CH2Cl2, and the filtrate was concentrated under mildly reduced pressure to afford the title compound as a yellow liquid. MS (LC/MS): 212.0 [M+NH4]+, 226.0 [M+MeOH]+. tR (HPLC conditions c): 3.26 min.

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with CH2Cl2
  3. concentrationthe filtrate was concentrated under mildly reduced pressure

Sources & evidence

ORD record
ord-8b86983cf75a440fb942803377df3f4b
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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