Methylamine → HCID 21354507, 화합물

HRID 63652

반응식

HRID 63652 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([F:9])[CH:3]=1.CC([O-])=O.[K+].[CH3:15][NH2:16]>CN(C=O)C.[Cu]I>[F:9][C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][C:5]=1[CH3:8])[NH:16][CH3:15]

참가 물질

6

반응물 3

HCID 6329MethylamineHCID 1710404-Bromo-2-fluorotolueneHCID 517044Potassium Acetate

생성물 1

HCID 21354507HCID 21354507, 화합물수율 42%

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 6228Dimethylformamide용매

반응 조건

온도
100 °C

실험 절차

To a suspension of 4-bromo-2-fluoro-1-methylbenzene (1.0 g, 5.3 mmol), KOAc (1.3 g, 13.2 mmol), and CuI (1.2 g, 6.4 mmol) in DMF (20 mL) was added methylamine (26.5 mL, 2.0M in THF, 53.0 mmol) at r.t. under N2. The reaction was stirred at 100° C. overnight in a sealed tube. The reaction mixture was filtered, diluted with water (50 mL), and extracted with EtOAc (50 mL×3). The organic layers were washed with ammonium hydroxide (50 mL×3) and brine (50 mL), dried (Na2SO4), and concentrated. The residue was purified by silica gel chromatography (PE:EtOAc=20:1) to give 310 mg (42%) of the title compound as a yellow oil. [M+H] Calc'd for C8H10FN, 140. Found, 140.

후처리

  1. filtrationThe reaction mixture was filtered
  2. additiondiluted with water (50 mL)
  3. extractionextracted with EtOAc (50 mL×3)
  4. washThe organic layers were washed with ammonium hydroxide (50 mL×3) and brine (50 mL)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated
  7. customThe residue was purified by silica gel chromatography (PE:EtOAc=20:1)

출처 및 근거

ORD 기록
ord-d9c8422db28a4c06a2709eddfc0e6b3a
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09447046B2

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