4-Chlororesorcinol → 6-Chloro-7-hydroxy coumarin

HRID 1671491

반응식

HRID 1671491 반응식
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([OH:6])=[CH:4][C:3]=1[OH:9].[CH2:10]([CH:17](C(C)=O)[C:18](OCC)=[O:19])C1C=CC=CC=1>OS(O)(=O)=O>[Cl:1][C:2]1[CH:8]=[C:7]2[C:5](=[CH:4][C:3]=1[OH:9])[O:6][C:18](=[O:19])[CH:17]=[CH:10]2

참가 물질

4

반응물 2

HCID 17314-ChlororesorcinolHCID 246929Ethyl alpha-benzylacetoacetate

생성물 1

HCID 53931666-Chloro-7-hydroxy coumarin수율 104.9%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

4-Chlororesorcinol (26.25 g, 0.182 mol) and ethyl 2-benzylacetoacetate (40 g, 0.182 mol) are mixed in 70% H2SO4 (350 mL) at 0° C. The reaction mixture is stirred at room temperature for 72 hours and poured into ice water. The solid is filtered and washed with water. The crude product is recrystallized from ethanol/chloroform to afford 6-chloro-7-hydroxy coumarin intermediate (37.52 g, 68.7%).

후처리

  1. filtrationThe solid is filtered
  2. washwashed with water
  3. customThe crude product is recrystallized from ethanol/chloroform

출처 및 근거

ORD 기록
ord-b365926c56ad41a4b5dea9adf27d3d2b
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07994318B2

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