Chloroform → 4-(3-Phenyl[1,2,4]triazolo[3,4-a]phthalazin-6-yl)phenol

HRID 1990783Notes

Reaction equation

HRID 1990783 reaction equation
ClCCl.B(F)(F)F.C(Cl)(Cl)Cl.C[O:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[C:29]3[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=3)[C:23]3=[N:30][N:31]=[C:32]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[N:22]3[N:21]=2)=[CH:16][CH:15]=1>O>[C:33]1([C:32]2[N:22]3[N:21]=[C:20]([C:17]4[CH:16]=[CH:15][C:14]([OH:13])=[CH:19][CH:18]=4)[C:29]4[C:24]([C:23]3=[N:30][N:31]=2)=[CH:25][CH:26]=[CH:27][CH:28]=4)[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

Participants

6

Reactant 4

HCID 6212ChloroformHCID 6344DichloromethaneHCID 6356Boron trifluorideHCID 19806306-(4-Methoxyphenyl)-3-phenyl-[1,2,4]triazolo[3,4-a]phthalazine

Product 1

HCID 18308694-(3-Phenyl[1,2,4]triazolo[3,4-a]phthalazin-6-yl)phenolYield 136.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.5 ml (1.5 mmol) of a dichloromethane solution of 1 M boron trifluoride was added to a chloroform solution (4 ml) of 305 mg of the obtained 6-(4-methoxyphenyl)-3-phenyl-[1,2,4]triazolo[3,4-a]phthalazine, and stirred overnight at room temperature. Water was added to the reaction liquid, extracted with chloroform, and the organic layer was washed with saturated saline water. This was dried with anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 400 mg of a crude product of 4-(3-phenyl-[1,2,4]triazolo[3,4-a]phthalazin-6-yl)-phenol.

Workup

  1. extractionextracted with chloroform
  2. washthe organic layer was washed with saturated saline water
  3. dry with materialThis was dried with anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-20b4b8b179fe444d93980576371940f0
Source dataset
uspto-grants-2010_01
Patent number
US07645756B2

Reaction notes

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