Propargyl bromide → 3-(Prop-2-ynyloxy)pyridine

HRID 27039

반응식

HRID 27039 반응식
[OH:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.C[O-].[Na+].[CH2:11](Br)[C:12]#[CH:13]>CN(C)C=O>[CH2:13]([O:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1)[C:12]#[CH:11]

참가 물질

5

반응물 3

HCID 7842Propargyl bromideHCID 79713-HydroxypyridineHCID 10942334Sodium Methoxide

생성물 1

HCID 114236223-(Prop-2-ynyloxy)pyridine수율 34%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a mixture of 9.5 g (0.1 mole) 3-hydroxypyridine, 5.2 g (0.1 mole) sodium methylate and 150 ml N,N-dimethylformamide, there was added 12.0 g (0.1 mole) propargyl bromide at room temperature over a two hour period. Most of the solvent was removed under reduced pressure. The residue was taken up with 200 ml methylene chloride and 100 ml water, the layers were separated and the methylene chloride evaporated to give 4.5 g 3-(2-propynyloxy)pyridine, yield 34%.

후처리

  1. customMost of the solvent was removed under reduced pressure
  2. customthe layers were separated
  3. customthe methylene chloride evaporated

출처 및 근거

ORD 기록
ord-6783eeea9c804d0b933662c82c1126bf
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04220577

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