Potassium Carbonate → 2-[(2-Chloro-4-nitrophenoxy)methyl]-6-methylpyridine

HRID 222035노트

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HRID 222035 반응식
[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl:16][C:17]1[CH:22]=[C:21]([N+:23]([O-:25])=[O:24])[CH:20]=[CH:19][C:18]=1F>CC#N>[Cl:16][C:17]1[CH:22]=[C:21]([N+:23]([O-:25])=[O:24])[CH:20]=[CH:19][C:18]=1[O:9][CH2:8][C:6]1[CH:5]=[CH:4][CH:3]=[C:2]([CH3:1])[N:7]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 676882-Chloro-1-fluoro-4-nitrobenzeneHCID 707366-Methyl-2-pyridylmethanol

생성물 1

HCID 668773902-[(2-Chloro-4-nitrophenoxy)methyl]-6-methylpyridine수율 61.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
70 °C

실험 절차

To 35 mL CH3CN was added (6-Methyl-pyridin-2-yl)-methanol (3.5 g, 28.4 mmol), followed by potassium carbonate (17.9 g, 129.6 mmol), and 2-Chloro-1-fluoro-4-nitrobenzene (6.48 g, 36.9 mmol). The suspension was stirred and heated at 70° C. for 30 h, after which time the bright yellow mixture was allowed to cool to rt. The contents were cooled to rt, filtered, and washed with CH2Cl2. The filtrate was concentrated in vacuo to a a light yellow solid which was triturated with Hex/EtOAc (5:1), yielding 2-[(2-chloro-4-nitrophenoxy)methyl]-6-methylpyridine (4.87 g, 61%) as a white solid.

후처리

  1. temperatureto cool to rt
  2. temperatureThe contents were cooled to rt
  3. filtrationfiltered
  4. washwashed with CH2Cl2
  5. concentrationThe filtrate was concentrated in vacuo to a a light yellow solid which
  6. customwas triturated with Hex/EtOAc (5:1)

출처 및 근거

ORD 기록
ord-41c2a8d20bc14c2096ceb9be589da0ec
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207172B2

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