Butylamine → 2-(4-Iodophenyl)acetamide

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).

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

ORD record

ord-31e4fb2631ad4e01a070e77db430aa63

Source dataset

uspto-grants-1999_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05919793