Methanol → Methyl 2-chloronicotinate

HRID 1251912ノート

反応式

HRID 1251912 の反応式
S(Cl)(Cl)=O.Cl.[Cl:6][C:7]1[C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=[CH:9][N:8]=1.[CH3:16]O>>[Cl:6][C:7]1[C:12]([C:13]([O:15][CH3:16])=[O:14])=[CH:11][CH:10]=[CH:9][N:8]=1

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 27628002-Chloronicotinic acid hydrochloride

生成物 1

HCID 819931Methyl 2-chloronicotinate

実験手順

Thionyl chloride (3.8 g.) was added dropwise, over 10 minutes, to a solution of 2-chloropyridin-3-carboxylic acid HCl salt (1.0 g.) in methanol, stirred under an inert atmosphere and cooled in an ice/salt bath. The reaction was stirred for a further 5 days at ambient temperature. The methanol was evaporated away and the residue treated with saturated sodium bicarbonate solution and extracted with ethyl acetate. The extracts were dried and evaporated to dryness to give methyl 2-chloropyridin-3-carboxylate as a colourless liquid (0.9 g.)

後処理

  1. temperaturecooled in an ice/salt bath
  2. stirringThe reaction was stirred for a further 5 days at ambient temperature
  3. customThe methanol was evaporated away
  4. additionthe residue treated with saturated sodium bicarbonate solution
  5. extractionextracted with ethyl acetate
  6. customThe extracts were dried
  7. customevaporated to dryness

出典と根拠

ORDレコード
ord-9eadd93bdfe340d6a42b5f09372ccb4c
出典データセット
uspto-grants-2002_01
特許番号
US06342765B1

反応ノート

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