HCID 68459332, compound → HCID 58706348, compound

HRID 502410Notes

Reaction equation

HRID 502410 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([CH2:10][OH:11])[CH:7]=[CH:6][C:5]=1[C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=1)[CH3:2]>ClCCl.O=[Mn]=O>[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([CH:10]=[O:11])[CH:7]=[CH:6][C:5]=1[C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:19])([F:20])[F:21])=[CH:14][CH:13]=1)[CH3:2]

Participants

4

Reactant 1

HCID 68459332HCID 68459332, compound

Product 1

HCID 58706348HCID 58706348, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

The above prepared (2-ethoxy-4′-trifluoromethyl-biphenyl-4-yl)-methanol (0.359 g, 1.21 mmol) was dissolved in 12 ml of dichloromethane and treated with MnO2 (2.11 g, 20 eq.). After vigorous stirring for 8 h at ambient temperature, the reaction mixture was filtered over a pad of Celite, rinsed generously with dichloromethane, and evaporated to dryness to leave, after flash chromatography (silica gel, hexane/AcOEt=9/1) 0.372 g of the title aldehyde as yellow solid.

Workup

  1. filtrationthe reaction mixture was filtered over a pad of Celite
  2. washrinsed generously with dichloromethane
  3. customevaporated to dryness
  4. customto leave

Sources & evidence

ORD record
ord-309b69d860df4feb9256639d831cb594
Source dataset
uspto-grants-2010_08
Patent number
US07772253B2

Reaction notes

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