Citric Acid → 3-Bromo-4-methoxypyridine

HRID 1502351ノート

反応式

HRID 1502351 の反応式
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1F.C[O-].[Na+].CO.C(O)(=O)C[C:16](CC(O)=O)(C(O)=O)[OH:17]>>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[O:17][CH3:16]

参加物

5

反応物 4

HCID 311Citric AcidHCID 887MethanolHCID 27627793-bromo-4-fluoropyridineHCID 10942334Sodium Methoxide

生成物 1

HCID 6428273-Bromo-4-methoxypyridine収率 40%

実験手順

3-Bromo-4-fluoropyridine (253 mg, 1.44 mmol) was suspended in a solution of sodium methoxide in methanol (3.0 mL, 4.6 M, 14 mmol) at ambient temperature, the mixture stirred for 3 days, and then poured into aqueous citric acid (1M) and extracted twice into dichloromethane. The combined organic phases were washed with saturated aqueous sodium bicarbonate, dried over sodium sulfate, filtered and concentrated in vacuo to afford a yellow oil (108 mg, 40%) that was used without further purification. LCMS: M+H+=188 & 190.

後処理

  1. extractionextracted twice into dichloromethane
  2. washThe combined organic phases were washed with saturated aqueous sodium bicarbonate
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-7bf8516715224028b6f60ca20e949c60
出典データセット
uspto-grants-2015_12
特許番号
US09206175B2

反応ノート

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