1,3-Diiodo-5-nitrobenzene → 3,5-DIIODOANILINE
反応式
[I:1][C:2]1[CH:3]=[C:4]([N+:9]([O-])=O)[CH:5]=[C:6]([I:8])[CH:7]=1>C(O)C>[I:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([I:8])[CH:7]=1)[NH2:9]参加物
3
実験手順
A mixture of 61.5 g (0.164M) of 3,5-diiodonitrobenzene and 111.1 g (0.4924M) of stannous chloride in 900 mL of ethanol was heated to reflux 1.5 hrs under nitrogen. The reaction mixture was cooled and most of the solvent was removed in vacuo. The residue was partitioned between ethyl acetate and excess ice-cold 5N sodium hydroxide and ice. The organic phase was separated, washed with sat'd sodium chloride solution, and dried over anhyd. magnesium sulfate. Solvent removal afforded a crude oil which was purified on silica gel using 8:1:1 mixture of hexane:methylene chloride:ethyl acetate to give 35 g of 3,5-diiodoaniline as a light tan colored solid.
後処理
- temperaturewas heated
- temperatureto reflux 1.5 hrs under nitrogen
- temperatureThe reaction mixture was cooled and most of the solvent
- customwas removed in vacuo
- customThe residue was partitioned between ethyl acetate and excess ice-cold 5N sodium hydroxide and ice
- customThe organic phase was separated
- washwashed with sat'd sodium chloride solution
- customdried over anhyd
- customSolvent removal
- customafforded a crude oil which
- customwas purified on silica gel using 8:1:1 mixture of hexane
出典と根拠
- ORDレコード
- ord-410acc0ad4a048879d6105580d543ac9
- 出典データセット
- uspto-grants-1994_03
- 特許番号
- US05292879
反応ノート
読み込み中…