Allyl bromide → 4-Acetamidosalicylic acid allyl ester

HRID 1681584

반응식

HRID 1681584 반응식
[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]

참가 물질

6

반응물 4

HCID 7841Allyl bromideHCID 24758Sodium hydrideHCID 655094-Acetamidosalicylic acidHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 539592554-Acetamidosalicylic acid allyl ester수율 62,745.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-4ba4528ef2f64ac7ac8a794d6d9a3d7f
출처 데이터셋
uspto-grants-1992_12
특허 번호
US05173486

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