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Acetic Acid → 2-[1-(4-Chlorophenyl)isoquinolin-5-yl]propionic acid

HRID 1156885
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HRID 1156885 반응식
C([O:3][C:4](=[O:26])[C:5]([C:9]1[CH:18]=[CH:17][CH:16]=[C:15]2[C:10]=1[CH:11]=[CH:12][N:13]=[C:14]2[C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][CH:20]=1)(C#N)[CH3:6])C.S(=O)(=O)(O)O.C(O)(=O)C.[OH-].[Na+]>O>[Cl:25][C:22]1[CH:21]=[CH:20][C:19]([C:14]2[C:15]3[C:10](=[C:9]([CH:5]([CH3:6])[C:4]([OH:26])=[O:3])[CH:18]=[CH:17][CH:16]=3)[CH:11]=[CH:12][N:13]=2)=[CH:24][CH:23]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 20533893Ethyl 2-[1-(4-chlorophenyl)isoquinolin-5-yl]-2-cyanopropionate

생성물 1

HCID 128518642-[1-(4-Chlorophenyl)isoquinolin-5-yl]propionic acid

시약·촉매·용매 1

HCID 962Water용매
2회

실험 절차

Ethyl-2-[1-(4-chlorophenyl)isoquinolin-5-yl]-2-cyanopropionate (1.0 g) was heated over an oil bath at 150° C. together with 2 ml of conc. sulfuric acid, 4 ml of acetic acid and 2 ml of water. After the reaction, the reaction mixture was poured into water. The pH of the mixture was adjusted to 4 with a 1 N aqueous solution of sodium hydroxide. The crystals that precipitated were extracted with dichloromethane, and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was recrystallized from dichloromethane-hexane to afford 2-[1-(4-chlorophenyl)isoquinolin-5-yl]propionic acid as colorless prisms having a melting point of 199.5° to 202.0° C.

후처리

  1. customAfter the reaction
  2. customThe crystals that precipitated
  3. extractionwere extracted with dichloromethane
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was recrystallized from dichloromethane-hexane

출처 및 근거

ORD 기록
ord-dc634eaedd4344ddb380f8d353482e78
출처 데이터셋
uspto-grants-1982_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04337256

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