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Nitric Acid → 5-Fluoro-7-nitro-2,3-dihydrobenzofuran

HRID 428521
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HRID 428521 반응식
[N+:1]([O-:4])(O)=[O:2].[F:5][C:6]1[CH:7]=[CH:8][C:9]2[O:13][CH2:12][CH2:11][C:10]=2[CH:14]=1>C(OC(=O)C)(=O)C>[F:5][C:6]1[CH:7]=[C:8]([N+:1]([O-:4])=[O:2])[C:9]2[O:13][CH2:12][CH2:11][C:10]=2[CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 223986405-Fluoro-2,3-dihydrobenzofuran

생성물 1

HCID 184140975-Fluoro-7-nitro-2,3-dihydrobenzofuran

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매2회

실험 절차

A mixture of nitric acid (100%, 1.5 ml, 36 mmol) in acetic anhydride (18 ml) was maintained at room temperature for 0.5 hour. The mixture was added to a solution of 5-fluoro-2,3-dihydrobenzofuran (2.5 g, 18 mmol) in 10 ml acetic anhydride at 10° C. The reaction mixture was stirred at room temperature for 2 hours then poured into ice-water. The mixture was extracted with methylene chloride (3×60 ml), washed with 1N sodium hydroxide (5×100 ml) and brine (200 ml). The organic layer was dried over anhydrous sodium sulfate and filtered. The solvent was removed under vacuum to afford a yellow solid: mp 113-114° C.

후처리

  1. extractionThe mixture was extracted with methylene chloride (3×60 ml)
  2. washwashed with 1N sodium hydroxide (5×100 ml) and brine (200 ml)
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customThe solvent was removed under vacuum
  6. customto afford a yellow solid

출처 및 근거

ORD 기록
ord-e50098e0271f4aa78f4363c58078f407
출처 데이터셋
uspto-grants-2001_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06313126B1

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