Sodium Hypochlorite → Methyl 3-chloro-1-methyl-1H-pyrazole-5-carboxylate

HRID 402485

반응식

HRID 402485 반응식
[Cl:1][C:2]1[CH2:6][CH:5]([C:7]([O:9][CH3:10])=[O:8])[N:4]([CH3:11])[N:3]=1.Cl[O-].[Na+]>>[Cl:1][C:2]1[CH:6]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:4]([CH3:11])[N:3]=1

참가 물질

3

반응물 2

HCID 23665760Sodium HypochloriteHCID 67209560methyl 3-chloro-1-methyl-4,5-dihydro-1H-pyrazole-5-carboxylate

생성물 1

HCID 67209478Methyl 3-chloro-1-methyl-1H-pyrazole-5-carboxylate수율 29%

실험 절차

Methyl 3-chloro-1-methyl-4,5-dihydro-1H-pyrazole-5-carboxylate (21 g, 119 mmol) was added drop wise to sodium hypochlorite (95 ml, 155 mmol) under ice cooling. Then, the ice bath was removed and stirring continued for 72 h. The organic phase was separated, washed with Na2S2O3 (10% aqueous solution) and water, dried over Na2SO4 and the solvent removed under reduced pressure. The resulting oil was purified by distillation (bp 35° C., 0.2 mbar) followed by column chromatography (eluent 80% hexane in EtOAc) to yield 6.0 g (29%) of the title compound. [1H-NMR (DMSO-d6, 360 MHz) δ 6.96 (s, 1H), 6.80 (s, 1H), 4.07 (s, 3H), 3.86 (s, 3H)]

후처리

  1. customThen, the ice bath was removed
  2. customThe organic phase was separated
  3. washwashed with Na2S2O3 (10% aqueous solution) and water
  4. dry with materialdried over Na2SO4
  5. customthe solvent removed under reduced pressure
  6. distillationThe resulting oil was purified by distillation (bp 35° C., 0.2 mbar)

출처 및 근거

ORD 기록
ord-d78d5c7e05f141409e00285f612019ff
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08742106B2

연결된 노트

불러오는 중…