Boron trifluoride etherate → HCID 178526262, compound

HRID 2083004Notes

Reaction equation

HRID 2083004 reaction equation
[Cl:1][CH2:2][C:3](=[N:21][OH:22])[NH:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[C:12](=O)[C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1.B(F)(F)F.CCOCC>O>[Cl:11][C:8]1[CH:7]=[C:6]2[C:5](=[CH:10][CH:9]=1)[N:4]=[C:3]([CH2:2][Cl:1])[N+:21]([O-:22])=[C:12]2[C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 8000Boron trifluoride etherateHCID 178519712HCID 178519712, compound

Product 1

HCID 178526262HCID 178526262, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 40.5 g (0.12 mole) 2,4'-dichloro-2'-(4-hydroxybenzoyl)-acetanilide oxime and 40.5 mg (0.329 mole) of boron trifluoride etherate was heated to reflux. After 5 hr, it was cooled and 200 ml of water was added. The dioxane was removed by distillation and the reaction mixture was made basic with a 5% sodium bicarbonate solution. The solid was collected, heated in methanol at reflux for a few minutes, cooled and collected to give, in two crops, 21.3 g (56%) of product. An analytical sample which was recrystallized from methanol melted at 226°-227° dec.

Workup

  1. temperatureit was cooled
  2. customThe dioxane was removed by distillation
  3. customThe solid was collected
  4. temperatureheated in methanol
  5. temperatureat reflux for a few minutes
  6. temperaturecooled
  7. customcollected

Sources & evidence

ORD record
ord-ca0041cfe4854646977406e49bed9d82
Source dataset
uspto-grants-1978_04
Patent number
US04083948

Reaction notes

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