Isopropanol → 5-Bromo-3-chloro-2-[(propan-2-yl)oxy]pyridine

HRID 1942675ノート

反応式

HRID 1942675 の反応式
[CH3:1][C:2](C)([O-:4])[CH3:3].[K+].CC(O)C.[Br:11][C:12]1[CH:13]=[C:14]([Cl:19])[C:15](Cl)=[N:16][CH:17]=1>>[Br:11][C:12]1[CH:13]=[C:14]([Cl:19])[C:15]([O:4][CH:2]([CH3:3])[CH3:1])=[N:16][CH:17]=1

参加物

4

反応物 3

HCID 3776IsopropanolHCID 127477605-Bromo-2,3-dichloropyridineHCID 23665647Potassium tert-butoxide

生成物 1

HCID 584941335-Bromo-3-chloro-2-[(propan-2-yl)oxy]pyridine収率 101%

反応条件

温度
95 °C

実験手順

Potassium tert-butoxide (25.7 g, 229 mmol) was added to 2-propanol (100 mL, 57.3 mmol) and the solution was stirred at 95° C. for 3 h, then 5-bromo-2,3-dichloropyridine (13 g, 57.3 mmol) was added. This reaction was refluxed overnight. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and water. The organic phase was washed with water and saturated brine, dried over sodium sulphate and evaporated in vacuo to afford the crude product 5-bromo-3-chloro-2-[(1-methylethyl)oxy]pyridine (D107) (14.5 g), which was used directly without further purification.

後処理

  1. temperatureThis reaction was refluxed overnight
  2. temperatureThe reaction mixture was cooled to room temperature
  3. custompartitioned between ethyl acetate and water
  4. washThe organic phase was washed with water and saturated brine
  5. dry with materialdried over sodium sulphate
  6. customevaporated in vacuo

出典と根拠

ORDレコード
ord-e484f019ca7e4b03ba5fd92bb648e3c8
出典データセット
uspto-grants-2013_03
特許番号
US08389508B2

反応ノート

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