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

HRID 3404

反応式

HRID 3404 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 18935031N-methoxy-N-propargyl-p-chlorobenzamide収率 36.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-70e031461ff64ee8941f84d430c91d71
出典データセット
uspto-grants-1998_03
特許番号
US05733935

関連ノート

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