Sodium Carbonate → HCID 22566298, compound

HRID 25148Notes

Reaction equation

HRID 25148 reaction equation
[NH2:1][C:2]1[CH:13]=[CH:12][C:11]2=[C:14]3[C:3]=1[C:4](O)([C:16]([F:19])([F:18])[F:17])[CH2:5][C:6](=[O:15])[N:7]3[CH2:8][CH2:9][O:10]2.C(=O)([O-])[O-].[Na+].[Na+]>>[NH2:1][C:2]1[CH:13]=[CH:12][C:11]2=[C:14]3[C:3]=1[C:4]([C:16]([F:19])([F:18])[F:17])=[CH:5][C:6](=[O:15])[N:7]3[CH2:8][CH2:9][O:10]2

Participants

3

Reactant 2

HCID 10340Sodium CarbonateHCID 225663057-Amino-6-hydroxy-6-trifluoromethyl-2,3,5,6-tetrahydro-1-oxa-3a-aza-phenalen-4-one

Product 1

HCID 22566298HCID 22566298, compound

Procedure

Impure 7-amino-6-hydroxy-6-trifluoromethyl-2,3,5,6-tetrahydro-1-oxa-3a-aza-phenalen-4-one (0.2 g) was heated to 140° C. for 1.5 hours then stirred at room temperature overnight. The reaction mixture was poured onto ice, made basic with 1M sodium carbonate, extracted three times with ethyl acetate, dried the organic extracts over magnesium sulfate, filtered, evaporated to a yellow solid. The yellow solid (crude material) was purified using the Biotage 40S system eluting with 30% ethyl acetate/hexane to yield 7-amino-6-trifluoromethyl-2,3-dihydro-1-oxa-3a-aza-phenalen-4-one

Workup

  1. additionThe reaction mixture was poured onto ice
  2. extractionextracted three times with ethyl acetate
  3. dry with materialdried the organic extracts over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated to a yellow solid
  6. customThe yellow solid (crude material) was purified
  7. washeluting with 30% ethyl acetate/hexane

Sources & evidence

ORD record
ord-de4f8c74c45e4b25ab83a3c2131b067c
Source dataset
uspto-grants-2005_02
Patent number
US06858621B2

Reaction notes

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