HCID 53951647, compound → HCID 19701580, compound

HRID 862092Notes

Reaction equation

HRID 862092 reaction equation
[C:1]([C:3]1[C:4]([F:15])=[CH:5][C:6]([O:11][CH2:12][O:13][CH3:14])=[C:7]([CH:10]=1)[CH2:8][OH:9])#[N:2]>ClCCl.[O-2].[O-2].[Mn+4]>[C:1]([C:3]1[C:4]([F:15])=[CH:5][C:6]([O:11][CH2:12][O:13][CH3:14])=[C:7]([CH:10]=1)[CH:8]=[O:9])#[N:2]

Participants

4

Reactant 1

HCID 53951647HCID 53951647, compound

Product 1

HCID 19701580HCID 19701580, compoundYield 80.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 5-cyano-4-fluoro-2-methoxymethoxybenzyl alcohol (10.0 g) in dichloromethane (500 ml) was added activated manganese dioxide (31.4 g). The mixture was stirred overnight at room temperature, and filtered through celite to remove manganese dioxide. The filtrate was condensed under reduced pressure to give a solid, which was washed with hexane to yield 5-cyano-4-fluoro-2-methoxymethoxybenzaldehyde (8.01 g) (Compound B-50). The physical properties was shown in Table 8.

Workup

  1. filtrationfiltered through celite
  2. customto remove manganese dioxide
  3. customcondensed under reduced pressure
  4. customto give a solid, which
  5. washwas washed with hexane

Sources & evidence

ORD record
ord-37f36435c4384c41acabdb92adf18765
Source dataset
uspto-grants-1998_02
Patent number
US05716971

Reaction notes

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