Water → (5-Chloropyridin-2-yl)methanol

HRID 271471ノート

反応式

HRID 271471 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](OC)=[O:9])=[N:6][CH:7]=1.[BH4-].[Na+].O.CCOC(C)=O>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][OH:9])=[N:6][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 4311764Sodium borohydrideHCID 11298216Methyl 5-chloropyridine-2-carboxylate

生成物 1

HCID 20537893(5-Chloropyridin-2-yl)methanol収率 100.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirring solution of methyl 5-chloropicolinate (1 g, 5.8 mmol) in methanol at room temperature under argon was added sodium borohydride (440 mg, 11.57 mmol). The reaction mixture was allowed to stir at room temperature for 1 h. The reaction mixture was concentrated under vacuum to obtain a gum. Water (15 mL) and EtOAc (30 mL) were added and the layers were separated. The organic layer was washed with saturated aqueous NaCl, dried (MgSO4), filtered, and concentrated under reduced pressure to obtain 840 mg of the title compound as colorless gum. HPLC/MS: retention time=0.755 min, [M+H]+=144.

後処理

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. customto obtain a gum
  3. customthe layers were separated
  4. washThe organic layer was washed with saturated aqueous NaCl
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-5aa8bee118d34a868ffc042a76eeb027
出典データセット
uspto-grants-2008_11
特許番号
US07452892B2

反応ノート

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