Methanol → Methyl pyridine-3-acetate

HRID 1475467

반응식

HRID 1475467 반응식
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

참가 물질

4

반응물 3

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

생성물 1

HCID 96475Methyl pyridine-3-acetate

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-6c99a33576f245fca458856b513e8d9a
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018214B2

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