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

HRID 593361노트

반응식

HRID 593361 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
70 °C

실험 절차

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 sulphate 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%). (calculated) C8H8ClNO [169.61]; (found) [M+H]+=170.

후처리

  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 sulphate
  8. customevaporated at reduced pressure

출처 및 근거

ORD 기록
ord-e49ee86c8e324c05a138f0f4379ee78f
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242943B2

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