Water → HCID 87071169, compound

HRID 1773000Notes

Reaction equation

HRID 1773000 reaction equation
OC1C=CC=CC=1C(C1C=CC=CC=1)=O.[F:16][C:17]([F:22])([F:21])[C:18]([OH:20])=[O:19].O.C([O-])(O)=O.[Na+].[CH3:29][S:30]([OH:33])(=[O:32])=[O:31]>>[CH3:29][S:30]([OH:33])(=[O:32])=[O:31].[C:18]([OH:20])([C:17]([F:22])([F:21])[F:16])=[O:19]

Participants

6

Reactant 5

HCID 962WaterHCID 6395Methanesulfonic AcidHCID 6422Trifluoroacetic acidHCID 83482'-HydroxybenzophenoneHCID 516892Sodium Bicarbonate

Product 1

HCID 87071169HCID 87071169, compound

Conditions

Temperature
80 °C

Procedure

Hydroxybenzophenone (918 μmol) and 1,8-naphthalene derivative (1380 μmol) are dissolved in 1.5 mL of methanesulfonic acid, then 1.5 mL of trifluoroacetic acid (TFA) are added. The mixture is heated and stirred at 80° C. for 16-24 hours. The reaction mixture is allowed to warm to room temperature, and then poured into 50 mL of deionized (DI) water. The mixture is neutralized to pH 6-7 by portion-wise addition of solid NaHCO3. The resulting precipitate is filtered, washed with DI water and air dried. The target compound is isolated by flash column chromatography on silica gel.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto warm to room temperature
  3. filtrationThe resulting precipitate is filtered
  4. washwashed with DI water and air
  5. customdried
  6. customThe target compound is isolated by flash column chromatography on silica gel

Sources & evidence

ORD record
ord-289f22f77cc945e191125da34e66965d
Source dataset
uspto-grants-2016_02
Patent number
US09250246B2

Reaction notes

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