Bromine → 4-Bromo-5-methoxy-2-(trifluoromethyl)pyridine

HRID 1976070ノート

反応式

HRID 1976070 の反応式
[Br:1]Br.[CH3:3][O:4][C:5]1[CH:6]=[N:7][C:8]([C:15]([F:18])([F:17])[F:16])=[CH:9][C:10]=1[Sn](C)(C)C.[O-]S([O-])=O.[Na+].[Na+]>ClCCl>[Br:1][C:10]1[CH:9]=[C:8]([C:15]([F:18])([F:17])[F:16])[N:7]=[CH:6][C:5]=1[O:4][CH3:3]

参加物

5

反応物 3

HCID 24408BromineHCID 24437Sodium SulfiteHCID 22000206HCID 22000206、化合物

生成物 1

HCID 220001724-Bromo-5-methoxy-2-(trifluoromethyl)pyridine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Bromine (0.52 ml, 10 mmol) was added via syringe to a stirred solution of 3-methoxy-6-trifluoromethyl-4-trimethylstannylpyridine (1.7 g, 5 mmol) in dichloromethane (25 ml). The reaction mixture was stirred for 30 min at room temperature and treated with saturated aqueous Na2SO3 (15 ml). The phases were separated. The aqueous layer was extracted with dichloromethane (2×15 ml). The combined organic extracts were dried (Na2SO4) and concentrated. The residue was purified by chromatography on silica gel (hexane:ethyl acetate 0-15%) to afford 4-bromo-3-methoxy-6-trifluoromethylpyridine as a white solid.

後処理

  1. customThe phases were separated
  2. extractionThe aqueous layer was extracted with dichloromethane (2×15 ml)
  3. dry with materialThe combined organic extracts were dried (Na2SO4)
  4. concentrationconcentrated
  5. customThe residue was purified by chromatography on silica gel (hexane:ethyl acetate 0-15%)

出典と根拠

ORDレコード
ord-76f1a9e0d81749c380c2edc295b15b35
出典データセット
uspto-grants-2001_05
特許番号
US06225320B1

反応ノート

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