Methanol → HCID 70224214、化合物

反応式

[Na].[CH3:2][C:3]1[N+:8]([O-:9])=[C:7]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:6]2=[C:5]([N+]([O-])=O)[C:4]=1[C:18]([O:20][CH2:21]C)=[O:19].[CH3:23][OH:24]>>[CH3:23][O:24][C:5]1[C:4]([C:18]([O:20][CH3:21])=[O:19])=[C:3]([CH3:2])[N+:8]([O-:9])=[C:7]2[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:6]=12

参加物

反応物 3

HCID 887Methanol2 回

HCID 5360545Sodium

HCID 70224229HCID 70224229、化合物

生成物 1

HCID 70224214HCID 70224214、化合物収率 86.3%

実験手順

In an atmosphere of argon and at room temperature, metallic sodium (86.0 mg, 0.005 g atom) was dissolved in anhydrous methanol (8.0 ml) to which was subsequently added dropwise methanol solution (20.0 ml) of ethyl 2-methyl-4-nitro-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate N-oxide (1.00 g, 3.40 mmol), and the resulting mixture was stirred at room temperature for 29 hours. After evaporation of the solvent under reduced pressure, the resulting residue was mixed with water and extracted with chloroform, and the thus obtained organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate. After evaporation of the solvent under reduced pressure, the resulting residue was purified by a silica gel column chromatography (ethyl acetate:hexane=5:1—ethyl acetate:methanol=15:1) to obtain the title compound (777.9 mg, 86.3%) as pale yellow powder.

後処理

customAfter evaporation of the solvent under reduced pressure
additionthe resulting residue was mixed with water
extractionextracted with chloroform
washthe thus obtained organic layer was washed with water and saturated brine in that order
dry with materialdried over anhydrous sodium sulfate
customAfter evaporation of the solvent under reduced pressure
customthe resulting residue was purified by a silica gel column chromatography (ethyl acetate:hexane=5:1—ethyl acetate:methanol=15:1)

出典と根拠

ORDレコード: ord-a7942c820fb646f18a85f27d965caa0b
出典データセット: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06258829B1

反応ノート

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