Water → N-methoxy-N-propargyl-p-chlorobenzamide

HRID 3404

반응식

HRID 3404 반응식
[H-].[Na+].[CH3:3][O:4][NH:5][C:6](=[O:14])[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1.[CH2:15](Br)[C:16]#[CH:17].O>O1CCCC1>[CH3:3][O:4][N:5]([CH2:17][C:16]#[CH:15])[C:6](=[O:14])[C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][CH:8]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 7842Propargyl bromideHCID 24758Sodium hydrideHCID 126105704-chloro-N-methoxybenzamide

생성물 1

HCID 18935031N-methoxy-N-propargyl-p-chlorobenzamide수율 36.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

0.22 g of sodium hydride (60% in oil) was suspended in 10 ml of tetrahydrofuran, and 1.0 g of N-methoxy-p-chlorobenzamide and 0.68 g of propargyl bromide were added thereto in this order while being cooled with ice. The mixture was heat-refluxed for 8 hours. After completion of the reaction, water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The extract was dried, concentrated and purified by silica gel column chromatography to obtain 0.44 g of N-methoxy-N-propargyl-p-chlorobenzamide.

후처리

  1. temperaturein this order while being cooled with ice
  2. temperatureThe mixture was heat-refluxed for 8 hours
  3. additionwas added to the reaction solution
  4. extractionthe mixture was extracted with ethyl acetate
  5. customThe extract was dried
  6. concentrationconcentrated
  7. custompurified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-70e031461ff64ee8941f84d430c91d71
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733935

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