Sodium Chloride → N-tert-Butyl-2-nitroaniline

HRID 2110383노트

반응식

HRID 2110383 반응식
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[C:11]([NH2:15])([CH3:14])([CH3:13])[CH3:12].[Cl-].[Na+]>CN(C)C=O>[C:11]([NH:15][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9])([CH3:14])([CH3:13])[CH3:12]

참가 물질

5

반응물 3

HCID 5234Sodium ChlorideHCID 6385Tert-ButylamineHCID 738951-Fluoro-2-nitrobenzene

생성물 1

HCID 10797892N-tert-Butyl-2-nitroaniline

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1-fluoro-2-nitro-benzene (1 g, 7.1 mmol) in dimethylformamide (15 mL) was added tert-butyl amine (0.82 mL, 7.81 mmol) at room temperature, and the reaction mixture stirred for 12 hours at room temperature under nitrogen. Upon completion, the reaction mixture was poured into a saturated aqueous solution of sodium chloride (50 mL) and extracted with ethyl acetate (50 mL). The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo, and the residue was purified via flash column chromatography (silica, 1% ethyl acetate in hexane) to give tert-butyl-(2-nitrophenyl)-amine as an orange oil. MS (ES) m/z 195.2

후처리

  1. extractionextracted with ethyl acetate (50 mL)
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated in vacuo
  4. customthe residue was purified via flash column chromatography (silica, 1% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-203045e470a64bd19e18d29810cf970e
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517899B2

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