Water → HCID 71294751, 화합물

HRID 1019760노트

반응식

HRID 1019760 반응식
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]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 673264-FluorobenzylamineHCID 67468969HCID 67468969, 화합물

생성물 1

HCID 71294751HCID 71294751, 화합물수율 19.5%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-9ede75856fef495482d1e03987788c9f
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716287B2

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