(2,3,4-Trimethoxy-6-methylphenyl)(5-bromo-4-trifluoromethyl-2-methoxy-3-pyridyl)methanol → 3-(2,3,4-Trimethoxy-6-methylbenzoyl)-5-bromo-4-trifluoromethyl-2-methoxypyridine

HRID 1912267노트

반응식

HRID 1912267 반응식
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[C:5]([CH3:13])[C:4]=1[CH:14]([C:16]1[C:17]([O:27][CH3:28])=[N:18][CH:19]=[C:20]([Br:26])[C:21]=1[C:22]([F:25])([F:24])[F:23])[OH:15]>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH3:12])[CH:6]=[C:5]([CH3:13])[C:4]=1[C:14]([C:16]1[C:17]([O:27][CH3:28])=[N:18][CH:19]=[C:20]([Br:26])[C:21]=1[C:22]([F:25])([F:23])[F:24])=[O:15]

참가 물질

4

반응물 1

HCID 23082661(2,3,4-Trimethoxy-6-methylphenyl)(5-bromo-4-trifluoromethyl-2-methoxy-3-pyridyl)methanol

생성물 1

HCID 230826073-(2,3,4-Trimethoxy-6-methylbenzoyl)-5-bromo-4-trifluoromethyl-2-methoxypyridine수율 82.2%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 1140Toluene용매

실험 절차

20.0 g (230 mmol) of manganese dioxide was added to a solution having 4.80 g (10.3 mmol) of (2,3,4-trimethoxy-6-methylphenyl)(5-bromo-4-trifluoromethyl-2-methoxy-3-pyridyl)methanol obtained in Step (c) dissolved in 110 ml of toluene, followed by stirring under reflux with heating for 1 hour. After cooling to room temperature, the mixture was subjected to filtration on the pad of celite and the solvent was distilled off under reduced pressure. The crude product was purified by silica gel column chromatography to obtain 3.93 g (yield: 82%) of 3-(2,3,4-trimethoxy-6-methylbenzoyl)-5-bromo-4-trifluoromethyl-2-methoxypyridine (Compound No. 31).

후처리

  1. temperatureunder reflux
  2. temperaturewith heating for 1 hour
  3. filtrationthe mixture was subjected to filtration on the pad of celite
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe crude product was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-44c4be2aa1394d8786274a93e7a47b45
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08609150B2

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