Benzoic acid, 2,4-difluoro-, ethyl ester → HCID 21873648、化合物

HRID 1176684ノート

反応式

HRID 1176684 の反応式
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

参加物

4

反応物 3

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

生成物 1

HCID 21873648HCID 21873648、化合物収率 88%

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-72136ec321bb46868dfdd1836772bf56
出典データセット
uspto-grants-2010_11
特許番号
US07842810B2

反応ノート

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