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

HRID 1804710

反応式

HRID 1804710 の反応式
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

参加物

6

反応物 4

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 792664-Nitrophenethyl bromide

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-cd3e9be9e3054569bbbfb06b5a17910c
出典データセット
uspto-grants-2013_01
特許番号
US08354422B2

関連ノート

読み込み中…