Water → HCID 71294751、化合物

HRID 1019760ノート

反応式

HRID 1019760 の反応式
Br[CH2:2][CH2:3][C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([N+:12]([O-:14])=[O:13])=[CH:6][C:5]=1[Cl:15].C([N:18]([CH2:21]C)[CH2:19]C)C.[F:23][C:24]1[CH:31]=CC(CN)=[CH:26][CH:25]=1.O>CS(C)=O>[Cl:15][C:5]1[CH:6]=[C:7]([N+:12]([O-:14])=[O:13])[C:8]([O:10][CH3:11])=[CH:9][C:4]=1[C:3]1[CH:31]=[C:24]([F:23])[CH:25]=[CH:26][C:2]=1[CH2:21][NH:18][CH3:19]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 673264-FluorobenzylamineHCID 67468969HCID 67468969、化合物

生成物 1

HCID 71294751HCID 71294751、化合物収率 19.5%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

To a solution of 1-(2-bromoethyl)-2-chloro-5-methoxy-4-nitrobenzene (7.0 g, 23.7 mmol) in DMSO (100 mL), triethylamine (8.25 mL, 59.2 mmol) and 4-fluorobenzylamine (3.56 g, 28.5 mmol) were added at room temperature and the mixture stirred for 5 hours. After completion of the reaction, water (500 mL) was added and the mixture was extracted with EtOAc (2×150 mL). The combined organic extracts were washed with water (100 mL), brine (100 mL), dried (Na2SO4) and concentrated under reduced pressure. The crude product was purified by column chromatography on neutral silica gel using 15-20% EtOAc in hexane to give the title compound (1.5 g, 19%) as a solid.

後処理

  1. additionwas added
  2. extractionthe mixture was extracted with EtOAc (2×150 mL)
  3. washThe combined organic extracts were washed with water (100 mL), brine (100 mL)
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated under reduced pressure
  6. customThe crude product was purified by column chromatography on neutral silica gel using 15-20% EtOAc in hexane

出典と根拠

ORDレコード
ord-9ede75856fef495482d1e03987788c9f
出典データセット
uspto-grants-2014_05
特許番号
US08716287B2

反応ノート

読み込み中…