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

HRID 1795442

반응식

HRID 1795442 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-279ca8169b044fe6848cbe69eaa8ad7a
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07026491B2

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