Tetrafluoroboric acid →

HRID 257647

反応式

HRID 257647 の反応式
[CH3:1][Mg]Br.[CH3:4][C:5]([C:8]1[O:9][C:10]2[C:11](=[CH:15][C:16]3[CH2:17][CH2:18][CH2:19][N:20]4[C:25]=3[C:24]=2[CH2:23][CH2:22][CH2:21]4)[C:12](=O)[CH:13]=1)([CH3:7])[CH3:6].[F:26][B-:27]([F:30])([F:29])[F:28].[H+]>CCOCC.O1CCCC1.O>[F:26][B-:27]([F:30])([F:29])[F:28].[CH3:4][C:5]([CH:8]1[CH:13]=[C:12]([CH3:1])[C:11]2=[CH:15][C:16]3[CH2:17][CH2:18][CH2:19][N:20]4[C:25]=3[C:24]([CH3+:23][CH2:22][CH2:21]4)=[C:10]2[O:9]1)([CH3:7])[CH3:6]

参加物

6

反応物 3

HCID 28118Tetrafluoroboric acidHCID 1978368311-[1,1-dimethylethyl]-9-oxo-2,3,6,7-tetrahydro-1H,5H-[1]benzopyrano[6,7,8-ij]quinolizineHCID 178418573HCID 178418573、化合物2 回

生成物 0

生成物のデータはまだありません。

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒2 回HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

Methyl magnesium bromide (5.0 mL of a 3.0M solution in ether, 15 mmol) was added dropwise at 0° C. to a solution of 11-[1,1-dimethylethyl]-9-oxo-2,3,6,7-tetrahydro-1H,5H-[1]benzopyrano[6,7,8-ij]quinolizine (2.68 g, 9.03 mmol, prepared in Example 34 above) in dry tetrahydrofuran (10 mL) and the solution was allowed to stand at room temperature for about 17 hours. The reaction mixture was then cooled again to 0° C. and more methyl magnesium bromide (1 mL of a 3M solution in ether, 3 mmol) was added dropwise. The reaction mixture was allowed to attain room temperature and stirred for a further 8 hours, after which time the reaction mixture was poured into tetrafluoroboric acid (44 mL of a 4.4% solution in water) and the resultant mixture was extracted with dichloromethane. The organic phase was separated and dried over sodium sulfate. Removal of solvent, followed by trituration of the residue with ethyl acetate and filtration, gave 11-[1,1-dimethylethyl]-9-methyl-2,3,6,7-tetrahydro-1H,5H-[1]benzopyrano[6,7,8-ij]quinolizinium tetrafluoroborate (1.49 g, 44% yield) as a red solid which melted at 168°-170° C. The structure of this compound was confirmed by mass spectroscopy and by 1H and 13C NMR spectroscopy.

後処理

  1. customto attain room temperature
  2. extractionwas extracted with dichloromethane
  3. customThe organic phase was separated
  4. dry with materialdried over sodium sulfate
  5. customRemoval of solvent
  6. filtrationfollowed by trituration of the residue with ethyl acetate and filtration

出典と根拠

ORDレコード
ord-2194203e73fa4736b97d85650fec57bc
出典データセット
uspto-grants-1993_11
特許番号
US05262549

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