Boron trifluoride etherate → HCID 178447038, compound

HRID 2254099Notes

Reaction equation

HRID 2254099 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 H2O 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 H2O and brine
  2. dry with materialdried over MgSO4
  3. customThe solvent was removed

Sources & evidence

ORD record
ord-7910280f54b84e98a8f1337d7b3ab735
Source dataset
uspto-grants-1993_08
Patent number
US05234931

Reaction notes

Loading…