Tert-Butyl hypochlorite → 2-Amino-5-chloro-4-fluorobenzoic acid

HRID 10318

반응식

HRID 10318 반응식
[F:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5](=[CH:9][CH:10]=1)[C:6]([OH:8])=[O:7].[Cl:12]OC(C)(C)C>C(Cl)Cl.C(O)(=O)C>[Cl:12][C:10]1[CH:9]=[C:5]([C:6]([OH:8])=[O:7])[C:4]([NH2:11])=[CH:3][C:2]=1[F:1]

참가 물질

5

반응물 2

HCID 521297Tert-Butyl hypochloriteHCID 27249674-Fluoroanthranilic acid

생성물 1

HCID 219792552-Amino-5-chloro-4-fluorobenzoic acid수율 111.2%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 4-fluoroanthranilic acid (0.882 g, 5.69 mmol) in methylene chloride (50 ML) and acetic acid (10 mL) is added tert-butyl hypochlorite (0.71 mL, 6.25 mmol) solution in dichloromethane (1 mL) dropwise over 1 minute. After 90 minutes, the reaction mixture is washed with water and brine. The organic layer is dried over MgSO4, filtered, and the filtrate concentrated to afford 5-chloro-4-fluoroanthranilic acid (1.20 g). MS CI: m/e 188 (M+).

후처리

  1. washthe reaction mixture is washed with water and brine
  2. dry with materialThe organic layer is dried over MgSO4
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated

출처 및 근거

ORD 기록
ord-fa7df086e4e6499c96d448bcfa269c2e
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094780B1

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