Piperidine → 6-Methoxy-4-piperidino-2,3-dihydrobenzopyran

HRID 979471노트

반응식

HRID 979471 반응식
CS(Cl)(=O)=O.[CH3:6][O:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][CH2:14][CH:13](O)[C:12]=2[CH:18]=1.[NH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.C(=O)(O)[O-].[Na+]>C(Cl)Cl.C(N(CC)CC)C>[CH3:6][O:7][C:8]1[CH:9]=[CH:10][C:11]2[O:16][CH2:15][CH2:14][CH:13]([N:19]3[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]3)[C:12]=2[CH:18]=1

참가 물질

7

반응물 4

HCID 8082PiperidineHCID 31297Methanesulfonyl chlorideHCID 516892Sodium BicarbonateHCID 137128456-Methoxy-3,4-dihydro-2H-1-benzopyran-4-ol

생성물 1

HCID 137128466-Methoxy-4-piperidino-2,3-dihydrobenzopyran

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8471Triethylamine용매

실험 절차

Methane sulfonyl chloride (14.9 ml) is added dropwise to a stirred solution of the product obtained in Step 1. (31.6 g) and triethylamine (29.3 ml) in methylene chloride (750 ml) cooled to 0° C. under nitrogen. The reaction mixture is stirred at RT for 21/2 hours and cooled to 0° C. Piperidine (175 ml) is added to the cooled reaction mixture and the solution stirred at RT overnight. Sat'd aq. sodium bicarbonate is added to the solution and the mixture is stirred for 30 minutes. The organic layer is separated, washed with sat'd NaCl and dried. The solution is filtered and the filtrate evaporated in vacuo yielding the desired product as its hydrochloride salt.

후처리

  1. temperaturecooled to 0° C
  2. stirringthe solution stirred at RT overnight
  3. stirringthe mixture is stirred for 30 minutes
  4. customThe organic layer is separated
  5. washwashed with sat'd NaCl
  6. customdried
  7. filtrationThe solution is filtered
  8. customthe filtrate evaporated in vacuo

출처 및 근거

ORD 기록
ord-18c29c984cb44142a715370cc49f3114
출처 데이터셋
uspto-grants-1987_05
특허 번호
US04668673

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