Magnesium Bromide → HCID 19348354, compound

HRID 1637288Notes

Reaction equation

HRID 1637288 reaction equation
[C:1]([N:4]1[C:12]2[CH:11]=[CH:10][CH:9]=[C:8]3[CH:13]4[O:16][CH:14]4[CH2:15][CH:6]([C:7]=23)[CH:5]1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[F:23])(=[O:3])[CH3:2].[Br-].[Mg+2].[Br-]>C1(C)C=CC=CC=1.O>[C:1]([N:4]1[C:12]2[CH:11]=[CH:10][CH:9]=[C:8]3[CH2:13][C:14](=[O:16])[CH2:15][CH:6]([C:7]=23)[CH:5]1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[F:23])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 82241Magnesium BromideHCID 19348264HCID 19348264, compound

Product 1

HCID 19348354HCID 19348354, compoundYield 103.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

A portion (0.53 g) of the compound obtained in Example 250 was dissolved in anhydrous toluene (100 ml) and to the solution was added magnesium bromide etherate (5.54 g). The mixture was heated to reflux for 4 hours and allowed to cool. The reaction mixture was diluted with water and extracted twice with ethyl acetate. The organic layers were combined, washed with saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. Then, the solvent was distilled off under reduced pressure to yield 0.55 g of the titled compound as a crude yellow solid. The compound was used in the subsequent reaction without further purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 4 hours
  3. temperatureto cool
  4. extractionextracted twice with ethyl acetate
  5. washwashed with saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationThen, the solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-bda0925669bb4324a8c3a3a4f67b4261
Source dataset
uspto-grants-2000_03
Patent number
US06040331

Reaction notes

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