Hydrogen Peroxide → 3-Chloro-6,7-dihydro-5h-cyclopenta[b]pyridine 1-oxide

HRID 1626128ノート

反応式

HRID 1626128 の反応式
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[CH2:6][CH2:7][CH2:8][C:9]=2[CH:10]=1.[OH:11]O>C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[N+:4]([O-:11])[C:5]2[CH2:6][CH2:7][CH2:8][C:9]=2[CH:10]=1

参加物

4

反応物 2

HCID 784Hydrogen PeroxideHCID 681078143-Chloro-6,7-dihydro-5H-cyclopenta[b]pyridine

生成物 1

HCID 580828393-Chloro-6,7-dihydro-5h-cyclopenta[b]pyridine 1-oxide

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
70 °C

実験手順

A solution of 3-chloro-6,7-dihydro-5H-[1]pyrindine (3.03 g, 19.7 mmol) in acetic acid (19.7 ml) was treated at room temperature with hydrogen peroxide (3.45 ml, 39.5 mmol). The mixture was heated to 70° C. and stirred at this temperature overnight. After completion, the reaction mixture was allowed to cool and was concentrated at reduced pressure. Water was added and the mixture was evaporated again. This procedure was repeated another 2 times. The residue was dissolved in ethyl acetate, washed with a saturated aqueous solution of sodium hydrogen carbonate and brine, then dried over sodium sulfate and evaporated at reduced pressure. The crude 3-chloro-6,7-dihydro-5H-[1]pyrindine 1-oxide was obtained as dark green crystals (2.07 g, 62% yield). MS (ISP): m/z=170 [M+H]+.

後処理

  1. temperatureto cool
  2. concentrationwas concentrated at reduced pressure
  3. additionWater was added
  4. customthe mixture was evaporated again
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. washwashed with a saturated aqueous solution of sodium hydrogen carbonate and brine
  7. dry with materialdried over sodium sulfate
  8. customevaporated at reduced pressure

出典と根拠

ORDレコード
ord-4561bdeb29454057a1d134c42821bee4
出典データセット
uspto-grants-2014_07
特許番号
US08785436B2

反応ノート

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