m-Chloroperbenzoic acid → HCID 70224223、化合物

HRID 1384263ノート

反応式

HRID 1384263 の反応式
[CH3:1][C:2]1[N:7]=[C:6]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:5]2=[CH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14].ClC1C=CC=C(C(OO)=[O:26])C=1.C(=O)(O)[O-].[Na+]>C(Cl)Cl>[CH3:1][C:2]1[N+:7]([O-:26])=[C:6]2[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:5]2=[CH:4][C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14]

参加物

5

反応物 3

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 21186750HCID 21186750、化合物

生成物 1

HCID 70224223HCID 70224223、化合物収率 74.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In an atmosphere of argon, ethyl 2-methyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate (13.50 g, 57.9 mmol) was dissolved in methylene chloride (300.0 ml) to which was subsequently added metachloroperbenzoic acid (87.9%, 14.79 g, 75.3 mmol) in small portions at 0° C., and the resulting mixture was stirred at the same temperature for 2 hours and then at room temperature for 10 hours. The reaction solution was mixed with saturated sodium bicarbonate aqueous solution at 0° C. and extracted with methylene chloride, and the thus obtained organic layer was washed with saturated sodium bicarbonate aqueous solution, water and saturated brine in that order and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by a silica gel column chromatography (ethyl acetate:hexane=5:1—ethyl acetate) to obtain the title compound (10.80 g, 74.9%) as white powder.

後処理

  1. customat 0° C.
  2. waitat room temperature for 10 hours
  3. extractionextracted with methylene chloride
  4. washthe thus obtained organic layer was washed with saturated sodium bicarbonate aqueous solution, water and saturated brine in that order
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe resulting residue was purified by a silica gel column chromatography (ethyl acetate:hexane=5:1—ethyl acetate)

出典と根拠

ORDレコード
ord-dd3fb7168af248b5b2570d48c5376aaa
出典データセット
uspto-grants-2001_07
特許番号
US06258829B1

反応ノート

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