Allyl bromide → 4-Acetamidosalicylic acid allyl ester

HRID 1681584

反応式

HRID 1681584 の反応式
[H-].[Na+].[C:3]([NH:6][C:7]1[CH:8]=[C:9]([OH:16])[C:10](=[CH:14][CH:15]=1)[C:11]([OH:13])=[O:12])(=[O:5])[CH3:4].[H][H].[CH2:19](Br)[CH:20]=[CH2:21]>CN(C=O)C>[CH2:21]([O:12][C:11](=[O:13])[C:10]1[C:9](=[CH:8][C:7]([NH:6][C:3](=[O:5])[CH3:4])=[CH:15][CH:14]=1)[OH:16])[CH:20]=[CH2:19]

参加物

6

反応物 4

HCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 655094-Acetamidosalicylic acidHCID 178418361HCID 178418361、化合物

生成物 1

HCID 539592554-Acetamidosalicylic acid allyl ester収率 62,745.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a stirred suspension of sodium hydride (4.0 g of 60%, 0.1 mmol) in 25 mL DMF was added dropwise a solution of 4-acetamidosalicylic acid (19.5 g, 0.1 mmol) in 50 mL DMF. After the evolution of hydrogen was over, allyl bromide (12.1 g, 0.1 mmol) was added and the mixture was stirred for 8.6 hours. DMF was removed in vacuo and the residue crystallized from methanol/water to give 14.76 g (62.76%) of the title compound as a white solid, mp 156-8° C.

後処理

  1. additionwas added
  2. customDMF was removed in vacuo
  3. customthe residue crystallized from methanol/water

出典と根拠

ORDレコード
ord-4ba4528ef2f64ac7ac8a794d6d9a3d7f
出典データセット
uspto-grants-1992_12
特許番号
US05173486

関連ノート

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