Trifluoroacetic acid → HCID 14673973, compound

HRID 1199425Notes

Reaction equation

HRID 1199425 reaction equation
[CH3:1][C:2]1([CH3:29])[O:14][C:6]2=[CH:7][C:8]3[C:9]([CH:13]=[C:5]2[CH:4]([N:15]2[C:19](=[O:20])[CH2:18][CH2:17][N:16]2C(OC(C)(C)C)=O)[CH:3]1[OH:28])=[N:10][O:11][N:12]=3.FC(F)(F)C(O)=O.C(=O)(O)[O-].[Na+]>>[CH3:1][C:2]1([CH3:29])[O:14][C:6]2=[CH:7][C:8]3[C:9]([CH:13]=[C:5]2[CH:4]([N:15]2[C:19](=[O:20])[CH2:18][CH2:17][NH:16]2)[CH:3]1[OH:28])=[N:10][O:11][N:12]=3

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 14673970HCID 14673970, compound

Product 1

HCID 14673973HCID 14673973, compoundYield 84%

Procedure

To 200 mg of 7,8-dihydro-6,6-dimethyl-7-hydroxy-8-(1-tert-butoxycarbonyl-3-oxo-pyrazolidin-2-yl)-6H-pyrano [2,3-f] benzo-2,1,3-oxadiazole were added 2 ml of trifluoroacetic acid under ice-cooling and stirred for 1 hour at the room temperature. The obtained solution was neutralized with saturated sodium bicarbonate solution and extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate and the solvent was distilled off. The residue was added with ethyl acetate-diethyl ether (1:1) and the precipitated crystals were filtered to obtain the intended compound as colorless crystals. (Yield: 130 mg, yield: 84%)

Workup

  1. temperaturecooling
  2. extractionextracted with chloroform
  3. dry with materialThe chloroform layer was dried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off
  5. additionThe residue was added with ethyl acetate-diethyl ether (1:1)
  6. filtrationthe precipitated crystals were filtered

Sources & evidence

ORD record
ord-346357fb1bb04899bcd025059bf878e7
Source dataset
uspto-grants-1990_02
Patent number
US04900752

Reaction notes

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