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Nitric Acid → Carbonic acid 2,3-difluoro-4-methyl-5-nitro-phenyl ester methyl ester

HRID 2065744
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HRID 2065744 반응식
[CH3:1][O:2][C:3](=[O:14])[O:4][C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]([F:12])[C:6]=1[F:13].[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[CH3:1][O:2][C:3](=[O:14])[O:4][C:5]1[CH:10]=[C:9]([N+:15]([O-:17])=[O:16])[C:8]([CH3:11])=[C:7]([F:12])[C:6]=1[F:13]
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참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 59377967Carbonic acid 2,3-difluoro-4-methyl-phenyl ester methyl ester

생성물 1

HCID 59377938Carbonic acid 2,3-difluoro-4-methyl-5-nitro-phenyl ester methyl ester수율 49%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

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온도
0 °C

실험 절차

To a suspension of carbonic acid 2,3-difluoro-4-methyl-phenyl ester methyl ester (3.85 g, 19.04 mmol) in sulfuric acid (2.23 ml) at 0° C. was added nitric acid (2.23 ml). The mixture was stirred at 0° C. for one hour. Ice-water was added and the mixture was extracted with dichloromethane. The combined extracts were washed with water and brine, dried over MgSO4, filtered and concentrated to dryness under reduced pressure. Purification of the crude product by flash chromatography (hexanes:EtOAc 95:5) gave 2.3 g (49%) of carbonic acid 2,3-difluoro-4-methyl-5-nitro-phenyl ester methyl ester a clear oil.

후처리

  1. extractionthe mixture was extracted with dichloromethane
  2. washThe combined extracts were washed with water and brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure
  6. customPurification of the crude product by flash chromatography (hexanes:EtOAc 95:5)

출처 및 근거

ORD 기록
ord-cd467dba63974ed58d3dde0ef8bf29bd
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08288552B2

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