Tetrahydrofuran → HCID 59255084、化合物

HRID 640349ノート

反応式

HRID 640349 の反応式
O1CCCC1.[N:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][C:14]1[CH:23]=[CH:22][C:17]([C:18](OC)=[O:19])=[CH:16][CH:15]=1.[H-].C([NH2+]CC(C)C)C(C)C.C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>C(OCC)(=O)C>[N:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][CH2:13][C:14]1[CH:15]=[CH:16][C:17]([CH2:18][OH:19])=[CH:22][CH:23]=1

参加物

6

反応物 4

HCID 8028TetrahydrofuranHCID 9855836Potassium sodium tartarateHCID 21898182Diisobutylammonium hydrideHCID 59255391Methyl 4-(2-pyridin-2-yl-ethyl)benzoate

生成物 1

HCID 59255084HCID 59255084、化合物収率 96.2%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To an anhydrous tetrahydrofuran (50 mL) solution of methyl 4-(2-pyridin-2-yl-ethyl)benzoate 3.71 g, 15.4 mmol) described in Manufacturing Example 93-1-3 was added diisobutyl ammonium hydride (0.97 M toluene solution, 39.7 mL, 38.5 mmol) on a dry ice-ethanol bath (−78° C.) under nitrogen atmosphere. After 30 minutes of stirring, 15% aqueous potassium sodium tartrate solution (100 mL) was added to the reaction mixture, and stirred for 30 minutes at room temperature. Ethyl acetate (100 mL) was added, and the organic layer and water layer were separated. The organic layer was washed with water and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (3.16 g, 96%).

後処理

  1. stirringstirred for 30 minutes at room temperature
  2. customthe organic layer and water layer were separated
  3. washThe organic layer was washed with water and saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under a reduced pressure

出典と根拠

ORDレコード
ord-a20bb14531ff4f0b9818d6dd4a18e3e7
出典データセット
uspto-grants-2010_04
特許番号
US07691882B2

反応ノート

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