Boron Trichloride → HCID 20321565, compound

HRID 436899Notes

Reaction equation

HRID 436899 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH3:18])[N:10]=[CH:11][C:12]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:4]([CH:19](OC)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[F:26])[CH:3]=1.B(Cl)(Cl)[Cl:30]>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]([CH3:18])[N:10]=[CH:11][C:12]=2[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:4]([CH:19]([Cl:30])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[F:26])[CH:3]=1

Participants

4

Reactant 2

HCID 25135Boron TrichlorideHCID 20321570HCID 20321570, compound

Product 1

HCID 20321565HCID 20321565, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 20.1 g of 3-[4-chloro-2-(2-fluoro-α-methoxy-benzyl)-phenyl]-4-ethoxycarbonyl-2-methyl-pyrazole in 250 ml methylene chloride is added 54 ml of a 1.4 molar boron trichloride solution in methylene chloride, and the mixture is stirred during 16 hours. Ice/water is then added; the organic layer separated, washed with a saturated solution of sodium chloride and dried over anhydrous sodium sulfate. The aqueous layers are reextracted with methylene chloride. After removal of the solvent, the 3-[4-chloro-2-(α-chloro-2-fluoro-benzyl)phenyl]-4-ethoxycarbonyl-2-methyl-pyrazole is obtained as the solid residue, which is directly used in the next step.

Workup

  1. customthe organic layer separated
  2. washwashed with a saturated solution of sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. customAfter removal of the solvent

Sources & evidence

ORD record
ord-1b7d3dd9c75d4669accf7b82902a0801
Source dataset
uspto-grants-1977_06
Patent number
US04028381

Reaction notes

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