Propargyl bromide → (2-Methoxyethyl)(methyl)(prop-2-yn-1-yl)amine

HRID 548456

반응식

HRID 548456 반응식
[CH2:1](Br)[C:2]#[CH:3].[CH3:5][O:6][CH2:7][CH2:8][NH:9][CH3:10].C(=O)([O-])[O-].[Cs+].[Cs+]>CC(C)=O>[CH3:5][O:6][CH2:7][CH2:8][N:9]([CH3:10])[CH2:1][C:2]#[CH:3]

참가 물질

5

반응물 3

HCID 7842Propargyl bromideHCID 10796Cesium carbonateHCID 300977(2-Methoxyethyl)(methyl)amine

생성물 1

HCID 18548974(2-Methoxyethyl)(methyl)(prop-2-yn-1-yl)amine수율 48.9%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

Propargyl bromide (26.8 g, 225 mmol) was added dropwise to a mixture of N-(2-methoxyethyl)methyl amine (20 g, 225 mmol) and cesium carbonate (73 g, 225 mmol) in 350 mL of acetone. The mixture was stirred overnight under nitrogen at room temperature. The inorganic salts were then filtered off, and the solvent was removed. The residue was dissolved in saturated sodium bicarbonate solution and extracted with ethyl acetate. The organic extracts were then evaporated to give 14 g of (2-methoxy-ethyl)-methyl-prop-2-ynyl-amine: mass spectrum (m/e): M+H 127.

후처리

  1. filtrationThe inorganic salts were then filtered off
  2. customthe solvent was removed
  3. dissolutionThe residue was dissolved in saturated sodium bicarbonate solution
  4. extractionextracted with ethyl acetate
  5. customThe organic extracts were then evaporated

출처 및 근거

ORD 기록
ord-e42ad9152de54c3facd864f27802abfa
출처 데이터셋
uspto-grants-2011_05
특허 번호
USRE042376E1

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