Boron trifluoride etherate → HCID 178447038, compound

HRID 1742734Notes

Reaction equation

HRID 1742734 reaction equation
B(F)(F)F.[CH3:5][CH2:6]OCC.CO[CH:12]([O:21][CH3:22])[C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[F:20].[CH2:23]([O:25][P:26]([O:30]CC)[O:27]CC)[CH3:24]>C(Cl)Cl>[PH:26](=[O:25])([OH:30])[OH:27].[CH2:5]([C:12]([CH2:23][CH3:24])([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[F:20])[O:21][CH3:22])[CH3:6]

Participants

5

Reactant 3

HCID 8000Boron trifluoride etherateHCID 31215Triethyl phosphiteHCID 190078351-(Dimethoxymethyl)-2,4-difluorobenzene

Product 1

HCID 178447038HCID 178447038, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Boron trifluoride etherate (56 ml) was added dropwise to a solution of 2,4-difluorobenzaldehyde dimethyl acetal (79 g) and triethylphosphite (73.5 g) in DCM (11) at -25° C. The mixture was stirred at ambient temperature for 16 hours. The organic solution was washed with H2 and brine and dried over MgSO4. The solvent was removed to leave an oil (~160 g). Purification by flash chromatography on silica gel column (elution with 40% heptane: 60% DCM, with DCM, followed by ethyl acetate: DCM) provided 107 g of an oil.

Workup

  1. washThe organic solution was washed with H2 and brine
  2. dry with materialdried over MgSO4
  3. customThe solvent was removed

Sources & evidence

ORD record
ord-ed8c0bdeb84b4cd0828f9abb157cc270
Source dataset
uspto-grants-1994_08
Patent number
US05340936

Reaction notes

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