5-Ethynyl-2-methylpyridine → 3-Acetyl-6-methylpyridine

HRID 1183783

반응식

HRID 1183783 반응식
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH3:9])=[N:7][CH:8]=1)#[CH:2].C1(C)C=CC=CC=1.S(=O)(=O)(O)[OH:18]>>[CH3:9][C:6]1[N:7]=[CH:8][C:3]([C:1](=[O:18])[CH3:2])=[CH:4][CH:5]=1

참가 물질

3

반응물 2

HCID 6381975-Ethynyl-2-methylpyridineHCID 22282551HCID 22282551, 화합물

생성물 1

HCID 952923-Acetyl-6-methylpyridine수율 2,704.3%

반응 조건

온도
50 °C

실험 절차

1.0 g 5-ethynyl-2-methylpyridine (8.5 mmol) was loaded into a flask provided with magnetic anchor and was dissolved in 10 mL of a 1:4 toluene/sulfuric acid mixture (0.29 mmol). The resulting solution was heated to 50° C. overnight, then after quenching to room temperature, the solution was basified by the addition of NaHCO3, then it was extracted with AcOEt (3×20 mL) and finally, anhydrified on anhydrous MgSO4. The organic phase was then concentrated under vacuum yielding 1.06 g product, equal to a molar yield of 91% as a yellow oil.

후처리

  1. customprovided with magnetic anchor
  2. customafter quenching to room temperature
  3. additionthe solution was basified by the addition of NaHCO3
  4. extractionit was extracted with AcOEt (3×20 mL)
  5. concentrationThe organic phase was then concentrated under vacuum

출처 및 근거

ORD 기록
ord-56f35e875ee7416bb36eec67165659a1
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08664402B2

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