Dimethylamine → n,n-Dimethyl-2-(4-nitrophenyl)ethanamine

HRID 1804710

반응식

HRID 1804710 반응식
Br[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1.[CH2:13]([N:15](CC)[CH2:16]C)C.CNC.O1CCCC1>C(#N)C>[CH3:13][N:15]([CH3:16])[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-:12])=[O:11])=[CH:6][CH:5]=1

참가 물질

6

반응물 4

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 792664-Nitrophenethyl bromide

생성물 1

HCID 220557n,n-Dimethyl-2-(4-nitrophenyl)ethanamine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A pressure tube was charged with 1-(2-bromoethyl)-4-nitrobenzene (1 g, 4.35 mmol) in acetonitrile (5 mL). Triethylamine (2.4 mL) and dimethylamine, 2M in tetrahydrofuran (0.784 g, 17.39 mmol) were added, and the sealed tube was stirred at ambient temperature for 2 days. The reaction mixture was partitioned between dilute NaHCO3 solution and ethyl acetate, then extracted another two times with ethyl acetate. The product was then extracted into 2N HCl (2×25 mL). Following neutralization with 2N NaOH, the aqueous mixture was extracted with ethyl acetate (3×). The extracts were dried (Na2SO4), filtered and concentrated to give the title compound. MS (ESI(+)) m/e 194.9 (M+H)+.

후처리

  1. customThe reaction mixture was partitioned between dilute NaHCO3 solution and ethyl acetate
  2. extractionextracted another two times with ethyl acetate
  3. extractionThe product was then extracted into 2N HCl (2×25 mL)
  4. extractionthe aqueous mixture was extracted with ethyl acetate (3×)
  5. dry with materialThe extracts were dried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-cd3e9be9e3054569bbbfb06b5a17910c
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354422B2

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