Dimethylformamide → Aniline, p-isopropyl-N-methyl-

HRID 594815

반응식

HRID 594815 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:10])[CH3:9])=[CH:4][CH:3]=1.CN.CC([O-])=O.[K+].[CH3:18][N:19](C=O)C>O.[Cu]I>[CH3:18][NH:19][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:10])[CH3:9])=[CH:4][CH:3]=1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 6329MethylamineHCID 114621-Bromo-4-isopropylbenzeneHCID 517044Potassium Acetate

생성물 1

HCID 138880Aniline, p-isopropyl-N-methyl-수율 34%

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

A mixture of 1-bromo-4-isopropylbenzene (1.0 g, 5.03 mmol), methylamine (25 mL, 50.0 mmol), CuI (1.15 g, 6.0 mmol), KOAc (1.24 g, 12.6 mmol) and DMF (30 mL) in a sealed tube under N2 was heated to 100° C. overnight. The mixture was cooled to r.t., diluted with water (100 mL), and extracted with EtOAc. The organic layer was dried (Na2SO4), concentrated, and purified by silica gel chromatography (PE:EtOAc=10:1) to give 254 mg (34%) of the title compound as a yellow oil. [M+H] Calc'd for C10H15N, 150. Found, 150.

후처리

  1. temperatureThe mixture was cooled to r.t.
  2. extractionextracted with EtOAc
  3. dry with materialThe organic layer was dried (Na2SO4)
  4. concentrationconcentrated
  5. custompurified by silica gel chromatography (PE:EtOAc=10:1)

출처 및 근거

ORD 기록
ord-3e16f4e465e840d68cec29f74c2d0697
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242968B2

연결된 노트

불러오는 중…