(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 243776ノート

反応式

HRID 243776 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 1140Toluene溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-13936985969a4e86a28befb81b50eda2
出典データセット
uspto-grants-2014_02
特許番号
US08653277B2

反応ノート

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