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O-Cresol → HCID 23013956, 화합물

HRID 2424294
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HRID 2424294 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[Na].[Cl:10][C:11]1[N:12]=[N:13][C:14](Cl)=[C:15]([O:18][CH3:19])[C:16]=1Cl>C1(C)C=CC=CC=1>[Cl:10][C:11]1[N:12]=[N:13][C:14]([O:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])=[C:15]([O:18][CH3:19])[C:16]=1[O:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[CH3:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 335O-CresolHCID 5360545SodiumHCID 229399153,4,6-Trichloro-5-methoxypyridazine

생성물 1

HCID 23013956HCID 23013956, 화합물수율 34.1%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

In toluene (100 mL) was dissolved 5.32 g (49.3 mmol) of 2-methylphenol, and 1.13 g (49.1 mmol) of sodium, and then, 5.80 g (27.2 mmol) of 3,4,6-trichloro-5-methoxypyridazine were added to the solution and the resulting mixture was stirred for 4 hours under reflux. The reaction mixture was poured into ice-cold water, and extracted with ethyl acetate. The organic layers were combined, washed successively with water and brine, and dried over anhydrous sodium sulfate. The solvent was removed, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate, gradient) and recrystallized from isopropyl ether to obtain 3.0 g (8.4 mmol, Yield: 31%) of 3-chloro-5-methoxy-4,6-bis(2-methylphenoxy)pyridazine.

후처리

  1. temperatureunder reflux
  2. additionThe reaction mixture was poured into ice-cold water
  3. extractionextracted with ethyl acetate
  4. washwashed successively with water and brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was removed
  7. customthe residue was purified by silica gel column chromatography (hexane:ethyl acetate, gradient)
  8. customrecrystallized from isopropyl ether

출처 및 근거

ORD 기록
ord-bc0918cf280c4c04b70c962738e91390
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07964531B2

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