Bromoacetone → 7-Methoxy-2-methylindolizine

HRID 273327

反応式

HRID 273327 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 529516187-Methoxy-2-methylindolizine収率 31%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-6df95fb68b7c47248a73d1d03ad07ace
出典データセット
uspto-grants-2008_11
特許番号
US07456289B2

関連ノート

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