Methanol → Methyl pyridine-3-acetate

HRID 1475467

反応式

HRID 1475467 の反応式
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][C:9]([OH:11])=[O:10])[CH:3]=1.S(Cl)(Cl)=O.[CH3:16]O>>[CH3:16][O:10][C:9](=[O:11])[CH2:8][C:4]1[CH:3]=[N:2][CH:7]=[CH:6][CH:5]=1

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 27237243-Pyridineacetic acid, hydrochloride (1:1)

生成物 1

HCID 96475Methyl pyridine-3-acetate

実験手順

A solution of pyridin-3-yl-acetic acid hydrochloride (10 g, 57.6 mmol) in MeOH (30 mL) was treated with thionyl chloride (4.2 mL, 57.6 mmol) and the mixture was stirred at room temperature for 2 h. Solvent was removed in vacuo and the residue was partitioned between saturated aqueous NaHCO3 and EtOAc. The organic phase was collected, dried over MgSO4 and evaporated to give the title compound (7.9 g) as a colourless oil. 1H NMR (CDCl3): 8.53 (2H, m), 7.64 (1H, d), 7.33-7.20 (1H, m), 3.72 (3H, s), 3.64 (2H, s).

後処理

  1. customSolvent was removed in vacuo
  2. customthe residue was partitioned between saturated aqueous NaHCO3 and EtOAc
  3. customThe organic phase was collected
  4. dry with materialdried over MgSO4
  5. customevaporated

出典と根拠

ORDレコード
ord-6c99a33576f245fca458856b513e8d9a
出典データセット
uspto-grants-2015_04
特許番号
US09018214B2

関連ノート

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