Toluene → 3-(4,6-Dimethoxypyrimidine-2-yl)-5-methoxy-2-methylindole

HRID 492132

反応式

HRID 492132 の反応式
C1(C)C=CC=CC=1.[CH3:8][O:9][C:10]1[CH:15]=[C:14]([O:16][CH3:17])[N:13]=[C:12]([CH2:18][C:19](=O)[CH3:20])[N:11]=1.Cl.[CH3:23][O:24][C:25]1[CH:30]=[CH:29][C:28]([NH:31]N)=[CH:27][CH:26]=1.C(OCC)(=O)C>[Cl-].[Zn+2].[Cl-].O>[CH3:8][O:9][C:10]1[CH:15]=[C:14]([O:16][CH3:17])[N:13]=[C:12]([C:18]2[C:29]3[C:28](=[CH:27][CH:26]=[C:25]([O:24][CH3:23])[CH:30]=3)[NH:31][C:19]=2[CH3:20])[N:11]=1

参加物

7

反応物 4

HCID 1140TolueneHCID 8857Ethyl AcetateHCID 27239044-Methoxyphenylhydrazine hydrochlorideHCID 112640521-(4,6-Dimethoxypyrimidin-2-yl)propan-2-one

生成物 1

HCID 178567633-(4,6-Dimethoxypyrimidine-2-yl)-5-methoxy-2-methylindole収率 67%

試薬・触媒・溶媒 2

HCID 3007855Zincchloride触媒HCID 962Water溶媒

実験手順

To 80 ml of toluene were added 8.0 g (40 m moles) of 1-(4,6-dimethoxypyrimidine-2-yl)-2-propanone and 7.7 g (44 m moles) of 4-metoxyphenylhydrazine hydrochloride. Thereto was added 6.0 g (44 m moles) of zinc chloride. Refluxing was made for 2 hours with heating. The reaction mixture was allowed to cool. Thereto were added ethyl acetate and water to dissolve the whole reaction mixture. The oily layer was washed with water, separated and dried over Glauber's salt. The resulting organic layer was concentrated under reduced pressure using an rotary evaporator to obtain, as an orange solid, 8.0 g (26.7 m moles) of 3-(4,6-dimethoxypyrimidine-2-yl)-5-methoxy-2-methylindole. Yield: 67% Recrystallization from toluene was made.

後処理

  1. temperatureRefluxing
  2. temperaturewith heating
  3. temperatureto cool
  4. dissolutionto dissolve
  5. customthe whole reaction mixture
  6. washThe oily layer was washed with water
  7. customseparated
  8. dry with materialdried over Glauber's salt
  9. concentrationThe resulting organic layer was concentrated under reduced pressure
  10. customan rotary evaporator

出典と根拠

ORDレコード
ord-f874ce1897784008bb6ea42e66a46d75
出典データセット
uspto-grants-2009_05
特許番号
US07531654B2

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