Phosphorus tribromide → HCID 21186713、化合物

HRID 1384270ノート

反応式

HRID 1384270 の反応式
P(Br)(Br)Br.[CH3:5][C:6]1[N+:11]([O-])=[C:10]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:9]2=[C:8]([N+:18]([O-:20])=[O:19])[C:7]=1[C:21]([O:23][CH2:24][CH3:25])=[O:22].C(=O)(O)[O-].[Na+]>C(OCC)(=O)C>[CH3:5][C:6]1[N:11]=[C:10]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:9]2=[C:8]([N+:18]([O-:20])=[O:19])[C:7]=1[C:21]([O:23][CH2:24][CH3:25])=[O:22]

参加物

5

反応物 3

HCID 24614Phosphorus tribromideHCID 516892Sodium BicarbonateHCID 70224229HCID 70224229、化合物

生成物 1

HCID 21186713HCID 21186713、化合物収率 97.9%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

実験手順

Phosphorus tribromide (3.51 g, 12.5 mmol) was dissolved in ethyl acetate (12.0 ml) to which was subsequently added dropwise ethyl acetate solution (10.0 ml) of ethyl 2-methyl-4-nitro-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate N-oxide (1.47 g, 5.00 mmol) at room temperature, and the resulting mixture was stirred at the same temperature for 10 minutes and then at 80° C. for 15 minutes. After cooling, the reaction solution was poured into ice water, mixed with saturated sodium bicarbonate aqueous solution and extracted with ethyl acetate, 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=2:1) to obtain the title compound (1.36 g, 97.9%) as pale brown oil.

後処理

  1. waitat 80° C. for 15 minutes
  2. temperatureAfter cooling
  3. extractionextracted with ethyl acetate
  4. washthe thus obtained organic layer was washed with water and saturated brine in that order
  5. dry with materialdried over anhydrous sodium sulfate
  6. customAfter evaporation of the solvent under reduced pressure
  7. customthe resulting residue was purified by a silica gel column chromatography (ethyl acetate:hexane=2:1)

出典と根拠

ORDレコード
ord-e14dc67c077d430385b4e83dd7a7eccd
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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