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Water → 3-Bromo-2-(difluoromethoxy)-5-methylpyridine

HRID 2271459
ノート
印刷プレビュー

反応式

HRID 2271459 の反応式
[Br:1][C:2]1[C:3]([OH:9])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[F:10][C:11]([F:19])(S(F)(=O)=O)C(O)=O.C(=O)([O-])[O-].[Na+].[Na+].O>C(#N)C>[Br:1][C:2]1[C:3]([O:9][CH:11]([F:19])[F:10])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 27375162,2-Difluoro-2-(fluorosulfonyl)acetic acidHCID 178430683HCID 178430683、化合物

生成物 1

HCID 904150763-Bromo-2-(difluoromethoxy)-5-methylpyridine収率 71.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒
このページの内容参加物実験手順後処理出典と根拠反応ノート

実験手順

To a solution of 3-bromo-5-methylpyridin-2-ol (25.0 g, 0.13 mol) in ACN (100 mL) was added 2,2-difluoro-2-(fluorosulfonyl)acetic acid (23.7 g, 0.13 mol) and sodium carbonate (28.2 g, 0.270 mol). The reaction mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the reaction mixture was extracted with DCM. The combined organic layers were dried (Na2SO4), and the solvent was removed under reduced pressure. Purification (FCC, SiO2, 0-10%, EtOAc/hexanes) afforded the title compound as an off-white solid (22 g, 70%). M+H]=238.09240.09.

後処理

  1. extractionthe reaction mixture was extracted with DCM
  2. dry with materialThe combined organic layers were dried (Na2SO4)
  3. customthe solvent was removed under reduced pressure
  4. customPurification (FCC, SiO2, 0-10%, EtOAc/hexanes)

出典と根拠

ORDレコード
ord-6892268d82df4041832238829405907f
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09120770B2

反応ノート

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