Triethylamine → 2-Bromo-6-(prop-1-en-2-yl)pyridine

HRID 385810노트

반응식

HRID 385810 반응식
[Br:1][C:2]1[N:7]=[C:6]([C:8](O)([CH3:10])[CH3:9])[CH:5]=[CH:4][CH:3]=1.CS(OS(C)(=O)=O)(=O)=O.C(N(CC)CC)C>ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]([C:8]([CH3:10])=[CH2:9])[N:7]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 81560Methanesulfonic anhydrideHCID 227143012-(6-Bromopyridin-2-yl)propan-2-ol

생성물 1

HCID 221642832-Bromo-6-(prop-1-en-2-yl)pyridine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-(6-bromopyridin-2-yl)propan-2-ol (Example 2, Step 1) (2.44 g, 11.29 mmol) and methansulfonic anhydride (5.90 g, 33.9 mmol) in dichloromethane (35 mL) was added triethylamine (6.26 mL, 45.2 mmol). After three hours, the reaction mixture was partitioned between ethyl acetate (50 mL) and saturated aqueous sodium bicarbonate (25 mL). The layers were separated and the organic layer was washed with saturated aqueous sodium bicarbonate (25 mL) and brine (2×25 mL), dried over sodium sulfate, filtered, and concentrated. The resulting yellow liquid was purified by silica gel chromatography (2-20% ethyl acetate/hexanes) to afford the title compound.

후처리

  1. customthe reaction mixture was partitioned between ethyl acetate (50 mL) and saturated aqueous sodium bicarbonate (25 mL)
  2. customThe layers were separated
  3. washthe organic layer was washed with saturated aqueous sodium bicarbonate (25 mL) and brine (2×25 mL)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe resulting yellow liquid was purified by silica gel chromatography (2-20% ethyl acetate/hexanes)

출처 및 근거

ORD 기록
ord-9bccd4730bd841b88063d3b4e431f524
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367706B2

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