N-cyclohexyl-N'-(2-morpholinoethyl)-carbodiimide methyl-p-toluenesulfonate → 4-Methoxy-9-aza-tricyclo[6.3.1.0*2,7*]dodeca-2,4,6-trien-10-one

HRID 536638노트

반응식

HRID 536638 반응식
[Cl-].[C:2]([CH2:5][CH:6]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][CH3:16])[CH:13]=2)[CH:8]([NH3+:17])[CH2:7]1)(O)=[O:3].COS(C1C=CC(C)=CC=1)(=O)=O.C1(N=C=NCCN2CCOCC2)CCCCC1>N1C=CC=CC=1>[CH3:16][O:15][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[CH:8]1[CH2:7][CH:6]2[CH2:5][C:2](=[O:3])[NH:17]1

참가 물질

4

반응물 2

HCID 9954069N-cyclohexyl-N'-(2-morpholinoethyl)-carbodiimide methyl-p-toluenesulfonateHCID 866562083-Carboxymethyl-5-methoxy-indan-1-yl-ammonium chloride

생성물 1

HCID 669417754-Methoxy-9-aza-tricyclo[6.3.1.0*2,7*]dodeca-2,4,6-trien-10-one

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

3-Carboxymethyl-5-methoxy-indan-1-yl-ammonium chloride (13.2 g) and 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide methyl-p-toluenesulfonate (21.7 g) dissolved in pyridine (500 mL) is stirred at room temperature for 7 d. Then, the pyridine is removed under reduced pressure and the residue is taken up in water (200 mL) and dichloromethane (200 mL). The organic phase is separated and the aqueous phase is extracted twice with dichloromethane. The combined organic phases are washed with 1 M hydrochloric acid, 1 M NaOH solution, and water. After drying (MgSO4), the solvent is evaporated under reduced pressure to yield the product as a beige solid.

후처리

  1. customThen, the pyridine is removed under reduced pressure
  2. customThe organic phase is separated
  3. extractionthe aqueous phase is extracted twice with dichloromethane
  4. washThe combined organic phases are washed with 1 M hydrochloric acid, 1 M NaOH solution, and water
  5. dry with materialAfter drying (MgSO4)
  6. customthe solvent is evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-be2ab3346de140baa63765b2ac1f6b83
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08859580B2

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