Benzoic acid, 2,4-difluoro-, ethyl ester → HCID 21873648, 화합물

HRID 1176684노트

반응식

HRID 1176684 반응식
C(O[C:4](=[O:16])[C:5]1[CH:10]=[C:9]([N+:11]([O-])=O)[C:8](F)=[CH:7][C:6]=1[F:15])C.[CH2:17]([O:19]C(=O)C1C=CC(F)=CC=1F)[CH3:18].[N+]([O-])(O)=O.O[S:35](O)(=O)=O>>[F:15][C:6]1[C:5]([CH:4]=[O:16])=[CH:10][C:9]2[NH:11][C:17](=[O:19])[CH2:18][S:35][C:8]=2[CH:7]=1

참가 물질

4

반응물 3

HCID 2737170Benzoic acid, 2,4-difluoro-, ethyl esterHCID 22330120Ethyl 2,4-difluoro-5-nitrobenzoateHCID 71777668Sulfuric acid, mixt. with nitric acid

생성물 1

HCID 21873648HCID 21873648, 화합물수율 88%

실험 절차

2,4-Difluoro-5-nitro-benzoic acid ethyl ester. To 2,4-difluoro-benzoic acid ethyl ester (6.4 g, 34 mmol) at 0° C. was added HNO3/H2SO4 (1:1, 10 mL). The resulting solution was allowed to warm to RT and was stirred for 18 h. The reaction mixture was partitioned between H2O and CH2Cl2 (400 mL). The organic layer was washed with brine (200 mL), dried (MgSO4), filtered and concentrated to provide 7.0 g (88%) of the title compound as a white solid. MS (ESI): exact mass calculated for C9H7F2NO4, 231.03; m/z not found. 1H NMR (400 MHz, CDCl3): 8.78 (dd, J=8.3, 7.3, 1H), 7.14 (t, J=9.9, 1H), 4.44 (q, J=7.2, 2H), 1.42 (t, J=7.2, 3H).

후처리

  1. customThe reaction mixture was partitioned between H2O and CH2Cl2 (400 mL)
  2. washThe organic layer was washed with brine (200 mL)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-72136ec321bb46868dfdd1836772bf56
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842810B2

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