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Potassium Carbonate → 4-(4-Bromo-2-fluoro-phenoxy)-2,6-dimethyl-pyridine

HRID 404705
ノート
印刷プレビュー

反応式

HRID 404705 の反応式
Br[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH3:9])[CH:3]=1.[Br:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[C:13]([F:18])[CH:12]=1.C(=O)([O-])[O-].[K+].[K+]>CCOC(C)=O>[Br:10][C:11]1[CH:16]=[CH:15][C:14]([O:17][C:2]2[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH3:9])[CH:3]=2)=[C:13]([F:18])[CH:12]=1
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 11430Potassium CarbonateHCID 27249814-Bromo-2-fluorophenolHCID 130817354-Bromo-2,6-dimethylpyridine

生成物 1

HCID 592873134-(4-Bromo-2-fluoro-phenoxy)-2,6-dimethyl-pyridine

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
150 °C

実験手順

A mixture of 4-bromo-2,6-dimethyl-pyridine (1 g, 5.4 mmol), 4-bromo-2-fluoro-phenol (0.59 g, 5.4 mmol) and potassium carbonate (0.89 g, 6.4 mmol) in xylenes (2 ml) was heated at 150° C. (oil bath temperature) into a sealed tube for 48 hours. After cooling to room temperature the mixture was diluted with EtOAc and filtered through a diatomaceous earth pad. The filtrate was evaporated till dryness and the crude product thus obtained was purified by column chromatography (silica gel; DCM to DCM/EtOAc up to 10% as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D22 (1.28 g, 80%).

後処理

  1. temperatureAfter cooling to room temperature the mixture
  2. filtrationfiltered through a diatomaceous earth pad
  3. customThe filtrate was evaporated till dryness

出典と根拠

ORDレコード
ord-a9c14be0b953419eb4bac2265fc2e087
出典データセット
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08748621B2

反応ノート

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