Pyridine → HCID 11608128, 화합물

HRID 1426996노트

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HRID 1426996 반응식
[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

참가 물질

7

반응물 4

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 8028Tetrahydrofuran2회HCID 698734-Phenylpiperidine

생성물 1

HCID 11608128HCID 11608128, 화합물수율 98%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-ec4376d647d14ae7b11e60d9e5f0755c
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933099B2

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