Methanesulfonic Acid → HCID 67548859、化合物

HRID 43736ノート

反応式

HRID 43736 の反応式
CS(O)(=O)=O.[CH:6]([O:9][CH:10]1[C:15](OC)([O:16]C)[CH2:14][CH2:13][N:12]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[CH2:11]1)([CH3:8])[CH3:7].C(=O)(O)[O-].[Na+]>CC(C)=O>[CH:6]([O:9][CH:10]1[C:15](=[O:16])[CH2:14][CH2:13][N:12]([C:20]([O:22][C:23]([CH3:25])([CH3:24])[CH3:26])=[O:21])[CH2:11]1)([CH3:8])[CH3:7]

参加物

5

反応物 3

HCID 6395Methanesulfonic AcidHCID 516892Sodium BicarbonateHCID 67549716tert-Butyl 3-isopropoxy-4,4-dimethoxypiperidine-1-carboxylate

生成物 1

HCID 67548859HCID 67548859、化合物収率 52.8%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Methanesulfonic acid (0.8 mL) was added to a solution of tert-butyl 3-isopropoxy-4,4-dimethoxypiperidine-1-carboxylate obtained in Example (147b) (248 mg, 0.817 mmol) in acetone (3 mL). The mixture was stirred at room temperature overnight and further stirred at 50° C. for 35 minutes. Following cooling, saturated aqueous sodium bicarbonate solution was added to the reaction solution, and the organic substance was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and then the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate) to obtain 111 mg of the title compound as a colorless oily substance (53%).

後処理

  1. stirringfurther stirred at 50° C. for 35 minutes
  2. temperatureFollowing cooling
  3. extractionthe organic substance was extracted with ethyl acetate
  4. dry with materialThe organic layer was dried over magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-8a9737661dc443478ca364032b17f5be
出典データセット
uspto-grants-2013_09
特許番号
US08536197B2

反応ノート

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