Trifluoroacetic acid → HCID 51038182, compound

HRID 83095Notes

Reaction equation

HRID 83095 reaction equation
[OH:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[O:7][C:6]=2[CH:5]=[C:4]([O:17][CH2:18][CH:19]2[CH2:21][O:20]2)[CH:3]=1.FC(F)(F)C(O)=[O:25]>>[OH:20][CH:19]([CH2:21][OH:25])[CH2:18][O:17][C:4]1[CH:3]=[C:2]([OH:1])[C:15]2[C:14](=[O:16])[C:13]3[C:8]([O:7][C:6]=2[CH:5]=1)=[CH:9][CH:10]=[CH:11][CH:12]=3

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 105171431-hydroxy-3-(oxiran-2-ylmethoxy)-9H-xanthen-9-one

Product 1

HCID 51038182HCID 51038182, compoundYield 62.7%

Conditions

Temperature
50 °C

Procedure

1-hydroxy-3-(oxiran-2-ylmethoxy)-9H-xanthen-9-one (30 mg, 0.11 mmol) synthesized in Step 2 of Example 2 and 50% trifluoroacetic acid (TFA) (5 mL) were charged to a round-bottom flask, followed by stirring at 50° C. for 4 hours. After the reaction was completed, the solvent was removed, followed by drying under reduced pressure to give the title compound (20 mg, 62.7%) as a light yellow solid.

Workup

  1. customthe solvent was removed
  2. customby drying under reduced pressure

Sources & evidence

ORD record
ord-7be24008425045c49662347c4956dd2c
Source dataset
uspto-grants-2014_09
Patent number
US08846749B2

Reaction notes

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