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Benzene, 1-bromo-4-(trifluoromethyl)- → 3,5-Difluoro-4-methyl-6-(4-trifluoromethylphenyl)-2-(3-trifluoromethylphenoxy)pyridine

HRID 1838046
ノート
印刷プレビュー

反応式

HRID 1838046 の反応式
C([Li])CCC.Br[C:7]1[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=1.[CH3:17][C:18]1[C:23]([F:24])=[C:22]([O:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=2)[N:21]=[C:20](F)[C:19]=1[F:37]>C(OCC)C>[F:24][C:23]1[C:22]([O:25][C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:33])([F:34])[F:35])[CH:27]=2)=[N:21][C:20]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=2)=[C:19]([F:37])[C:18]=1[CH3:17]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 67872Benzene, 1-bromo-4-(trifluoromethyl)-HCID 113012464-Methyl-2,3,5-trifluoro-6-(3-trifluoromethylphenoxy)pyridineHCID 178418339Butyllithium

生成物 1

HCID 187523663,5-Difluoro-4-methyl-6-(4-trifluoromethylphenyl)-2-(3-trifluoromethylphenoxy)pyridine

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
10 °C

実験手順

Butyl lithium (2.6 ml, 6.6 mmol, 2.5 M solution in hexane) is added to a solution of 1-bromo-4-trifluoromethyl benzene (0.84 ml, 6 mmol) in anhydrous diethyl ether (5 ml) at −30° C. The mixture is stirred for 60 min at −20 ° C. and for 60 min at 10° C. The solution is allowed to warm to ambient temperature. This solution is then added to a mixture of 4-methyl-2,3,5-trifluoro-6-(3-trifluoromethylphenoxy)pyridine 2A (1.5 g, 5 mmol) in anhydrous diethyl ether (100 ml) at −50° C. during 2.5 hours. The mixture is further stirred for 7 hours at −50° C. and washed with saturated aqueous ammonium chloride and water. After drying and evaporation of the organic layer, the residue is purified by vacuum destillation. One obtains colorless crystals (0.37 g, 0.85 mmol, bp. 130 ° C. at 0.01-0.02 mbar) of mp. 87° C.

後処理

  1. temperatureto warm to ambient temperature
  2. stirringThe mixture is further stirred for 7 hours at −50° C.
  3. washwashed with saturated aqueous ammonium chloride and water
  4. customAfter drying
  5. customevaporation of the organic layer
  6. customthe residue is purified by vacuum destillation
  7. customOne obtains colorless crystals (0.37 g, 0.85 mmol, bp. 130 ° C. at 0.01-0.02 mbar) of mp. 87° C.

出典と根拠

ORDレコード
ord-05e93e4e00f04db09cb76187a5a00b82
出典データセット
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06673745B2

反応ノート

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