Propylene Oxide → 1-(5-(Hydroxymethyl)-3-nitro-1H-pyrazol-1-yl)propan-2-ol

HRID 592992노트

반응식

HRID 592992 반응식
[N+:1]([C:4]1[CH:8]=[C:7]([CH2:9][OH:10])[NH:6][N:5]=1)([O-:3])=[O:2].C([O-])([O-])=O.[Cs+].[Cs+].[CH3:17][CH:18]1[CH2:20][O:19]1>ClCCl>[OH:10][CH2:9][C:7]1[N:6]([CH2:17][CH:18]([OH:19])[CH3:20])[N:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:8]=1

참가 물질

5

반응물 3

HCID 6378Propylene OxideHCID 10796Cesium carbonateHCID 178526711HCID 178526711, 화합물

생성물 1

HCID 866844761-(5-(Hydroxymethyl)-3-nitro-1H-pyrazol-1-yl)propan-2-ol수율 50%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
30 °C

실험 절차

A 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer was charged with (3-nitro-1H-pyrazol-5-yl)methanol (0.57 g, 4.0 mmol), Cs2CO3 (261 mg, 0.8 mmol), and 2-methyloxirane (20 mL). The mixture was stirred at 30° C. for 2 days. The mixture was cooled to room temperature and diluted with dichloromethane (100 mL). The resulting mixture was filtered and the filtrate was concentrated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 30:1 dichloromethane/methanol to afford 250a (0.40 g, 50%) as a white solid. MS-ESI: [M+H]+ 202.3

후처리

  1. customA 100-mL single-neck round-bottomed flask equipped with a magnetic stirrer
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationThe resulting mixture was filtered
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica-gel column chromatography
  6. washeluting with 30:1 dichloromethane/methanol

출처 및 근거

ORD 기록
ord-d4c93b4b27b842bba6fa2bd928ac756b
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238655B2

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