Trifluoroacetic acid → Ethyl 4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate

HRID 2388692ノート

反応式

HRID 2388692 の反応式
FC(F)(F)C(O)=O.N1([C:13]23[O:28][N:27]=[C:26]([C:29]([O:31][CH2:32][CH3:33])=[O:30])[CH:14]2[CH2:15][N:16](C(OC(C)(C)C)=O)[CH2:17][CH2:18]3)CCCC1.C([O-])(O)=O.[Na+]>>[O:28]1[C:13]2[CH2:18][CH2:17][NH:16][CH2:15][C:14]=2[C:26]([C:29]([O:31][CH2:32][CH3:33])=[O:30])=[N:27]1

参加物

4

反応物 3

HCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 685054785-tert-Butyl 3-ethyl 7a-(pyrrolidin-1-yl)-3a,4,7,7a-tetrahydroisoxazolo[4,5-c]pyridine-3,5(6H)-dicarboxylate

生成物 1

HCID 44558551Ethyl 4,5,6,7-tetrahydroisoxazolo[4,5-c]pyridine-3-carboxylate

反応条件

温度
0 °C

実験手順

Trifluoroacetic acid (6.67 ml, 89.9 mmol) was added to a solution of 5-tert-Butyl 3-ethyl 7a-(pyrrolidin-1-yl)-3a,4,7,7a-tetrahydroisoxazolo[4,5-c]pyridine-3,5(6H)-dicarboxylate (5.5 g, 14.98 mmol) in MC (100 ml) at 0° C. and the mixture was stirred under reflux for 16 hours. Thereafter, the mixture was cooled to 0° C. and NaHCO3 solution was added. The phases were separated and the aqueous phase was extracted with methylene chloride. The combined organic phases were dried with Na2SO4, filtered and concentrated in vacuo. The crude product obtained was employed directly in the next stage without further purification.

後処理

  1. temperatureunder reflux for 16 hours
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with methylene chloride
  4. dry with materialThe combined organic phases were dried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-f7ce032ce1504454b12d5f5d9ef0361e
出典データセット
uspto-grants-2012_09
特許番号
US08268814B2

反応ノート

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