Potassium Carbonate → HCID 28254339, 화합물

HRID 1505319노트

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HRID 1505319 반응식
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[CH3:11][CH:12]([C:14]1[CH:15]=[C:16]([OH:20])[CH:17]=[CH:18][CH:19]=1)[CH3:13].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:11][CH:12]([C:14]1[CH:15]=[C:16]([O:20][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=2)[CH:17]=[CH:18][CH:19]=1)[CH3:13]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 120593-IsopropylphenolHCID 783082-Chloro-5-nitropyridine

생성물 1

HCID 28254339HCID 28254339, 화합물수율 82.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
110 °C

실험 절차

In a 30 mL large microwave vial, 2-chloro-5-nitropyridine (1.041 g, 6.57 mmol, 1 equiv) was dissolved in 5.5 mL of dimethylformamide. 3-(1-methylethyl)phenol (0.90 mL, 6.57 mmol, 1 equiv) and potassium carbonate (4.54 g, 32.8 mmol, 5 equiv) were added. The reaction mixture was heated under microwave irradiation for 1 hour at 110° C. (Biotage Initiator). The reaction mixture was filtered. The filtrated solid was washed with dichloromethane (30 mL). The volatiles were evaporated under vacuum. The crude compound was dissolved in dichloromethane (20 mL) and brine was added (20 mL). The compound was extracted 2 times with dichloromethane (2×20 mL) and 2 times with ethyl acetate (2×20 mL). The organic phase was dried over sodium sulphate. Evaporation afforded the title compound (1.402 g).

후처리

  1. filtrationThe reaction mixture was filtered
  2. washThe filtrated solid was washed with dichloromethane (30 mL)
  3. customThe volatiles were evaporated under vacuum
  4. dissolutionThe crude compound was dissolved in dichloromethane (20 mL)
  5. additionbrine was added (20 mL)
  6. extractionThe compound was extracted 2 times with dichloromethane (2×20 mL) and 2 times with ethyl acetate (2×20 mL)
  7. dry with materialThe organic phase was dried over sodium sulphate
  8. customEvaporation

출처 및 근거

ORD 기록
ord-757a8a6bd468494db0dbf95ad060d823
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09216967B2

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