Bromoacetone → 7-Methoxy-2-methylindolizine

HRID 273327

반응식

HRID 273327 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH3:9])[CH:4]=1.Br[CH2:11][C:12](=O)[CH3:13].N12CCCN=C1CCCCC2>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][N:6]2[C:5]([CH:4]=1)=[CH:9][C:12]([CH3:13])=[CH:11]2

참가 물질

5

반응물 3

HCID 11715BromoacetoneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 47377584-Methoxy-2-methylpyridine

생성물 1

HCID 529516187-Methoxy-2-methylindolizine수율 31%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

4-Methoxy-2-methylpyridine (0.123 g, 1 mmol) and bromoacetone (0.16 mL, 1 mmol) were heated at 95° C. under N2 for 2 h. 1,8-Diazabicyclo-[5.4.0]-undec-7-ene (0.34 mL, 2.2 mmol) in benzene (10 mL) was added. The mixture was then refluxed under N2 for 1 h, poured into ice water, and then extracted with EtOAc. The combined organic layers were washed with water and dried. After the solvent was removed in vacuo, the residue was purified on a silica gel column eluting with EtOAc:Hexane (1:9) and EtOAc to give 7-methoxy-2-methylindolizine (0.050 g, 31%).

후처리

  1. temperatureThe mixture was then refluxed under N2 for 1 h
  2. extractionextracted with EtOAc
  3. washThe combined organic layers were washed with water
  4. customdried
  5. customAfter the solvent was removed in vacuo
  6. customthe residue was purified on a silica gel column
  7. washeluting with EtOAc:Hexane (1:9) and EtOAc

출처 및 근거

ORD 기록
ord-6df95fb68b7c47248a73d1d03ad07ace
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456289B2

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