Butylamine → 2-(4-Iodophenyl)acetamide

HRID 580998Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 580998
C([NH2:5])CCC.[I:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14](Cl)=[O:15])=[CH:9][CH:8]=1>CCOCC>[I:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([NH2:5])=[O:15])=[CH:9][CH:8]=1

Komponenten

4

Versuchsvorschrift

1-Butylamine (1.83 g) was added to a solution of 4-iodophenylacetyl chloride (2.80 g) in ether (25 ml), and the reaction mixture was stirred at ambient temperature for 5 minutes. The reaction mixture was then partitioned between water (30 ml) and ethyl acetate (50 ml). The organic layer was washed with 2M aqueous hydrochloric acid (25 ml), water (30 ml), brine (25 ml), dried (MgSO4), and evaporated to give N-1-butyl, (4-iodophenyl)acetamide, as a colourless crystalline solid, (2.9 g), mp.: 100-102° C., NMR: 0.82-0.88(3H,t), 1.18-1.43(4H,m), 3.00-3.06(2H,q), 3.35(2H,s), 7.03-7.67(4H,AB), 7.97(H,bt); m/z 318 (M+H).

Aufarbeitung

  1. customThe reaction mixture was then partitioned between water (30 ml) and ethyl acetate (50 ml)
  2. washThe organic layer was washed with 2M aqueous hydrochloric acid (25 ml), water (30 ml), brine (25 ml)
  3. dry with materialdried (MgSO4)
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-31e4fb2631ad4e01a070e77db430aa63
Quelldatensatz
uspto-grants-1999_07
Patentnummer
US05919793

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