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Water → 2-Bromo-3-fluoro-6-nitrobenzonitrile

HRID 711741
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HRID 711741 반응식
C(N(CC)CC)C.[Br:8][C:9]1[C:17]([F:18])=[CH:16][CH:15]=[C:14]([N+:19]([O-:21])=[O:20])[C:10]=1[C:11]([NH2:13])=O.O>O=P(Cl)(Cl)Cl>[Br:8][C:9]1[C:17]([F:18])=[CH:16][CH:15]=[C:14]([N+:19]([O-:21])=[O:20])[C:10]=1[C:11]#[N:13]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 8471TriethylamineHCID 674009152-Bromo-3-fluoro-6-nitrobenzamide

생성물 1

HCID 673997772-Bromo-3-fluoro-6-nitrobenzonitrile수율 64%

시약·촉매·용매 1

HCID 24813Phosphorus oxychloride용매

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온도
75 °C

실험 절차

이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

Triethylamine (2.53 mL, 18.2 mmol) was added to a suspension of 2-bromo-3-fluoro-6-nitrobenzamide (Example 6e) (1.60 g, 6.08 mmol) in POCl3 (32 mL), and the mixture was heated at 75° C. for 1.5 h. The mixture was carefully poured into a mixture of ice and water (400 mL) and extracted twice with CH2Cl2. The combined extract was dried MgSO4, filtered and concentrated under vacuum. The residue was purified by chromatography on silica gel eluting with solvent gradient 0% to 100% EtOAc in hexanes, to give 2-bromo-3-fluoro-6-nitrobenzonitrile 0.95 g, (64%) as a yellow solid.

후처리

  1. extractionextracted twice with CH2Cl2
  2. extractionThe combined extract
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum
  5. customThe residue was purified by chromatography on silica gel eluting with solvent gradient 0% to 100% EtOAc in hexanes

출처 및 근거

ORD 기록
ord-f4561bfad3e2495f964cf17f5e3166dc
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181276B2

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