Pyridine → HCID 11608128、化合物

HRID 1426996ノート

反応式

HRID 1426996 の反応式
[C:1]1([CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=CC=CC=1.[O:19]1CC[CH2:21][CH2:20]1.C(Cl)(=O)C>O.C(OCC)(=O)C>[C:1]1([CH:7]2[CH2:8][CH2:9][N:10]([C:20](=[O:19])[CH3:21])[CH2:11][CH2:12]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

7

反応物 4

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 8028Tetrahydrofuran2 回HCID 698734-Phenylpiperidine

生成物 1

HCID 11608128HCID 11608128、化合物収率 98%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

A mixture of commercially available 4-phenylpiperidine (10 g, 62 mmol), pyridine (5.7 mL, 70.5 mmol), and tetrahydrofuran (80 mL) was stirred at 0° C. and a mixture of acetyl chloride (5 mL, 70.3 mmol) and tetrahydrofuran (20 mL) was dripped over 10 minutes. The mixture was stirred under nitrogen atmosphere at 25° C. for 14 hours. Ethyl acetate (100 mL) and water (100 mL) were added to the reaction liquid for separation. The aqueous layer was extracted with ethyl acetate (100 mL), then the organic layers were combined, and the resultant was washed with a saturated aqueous sodium bicarbonate solution (100 mL), water (100 mL), and then a saturated saline solution (50 mL). The organic layer was dried over anhydrous magnesium sulfate and then the solvent was evaporated to obtain the title compound (12.3 g, 98%).

後処理

  1. stirringThe mixture was stirred under nitrogen atmosphere at 25° C. for 14 hours
  2. extractionThe aqueous layer was extracted with ethyl acetate (100 mL)
  3. washthe resultant was washed with a saturated aqueous sodium bicarbonate solution (100 mL), water (100 mL)
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-ec4376d647d14ae7b11e60d9e5f0755c
出典データセット
uspto-grants-2015_01
特許番号
US08933099B2

反応ノート

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