Stannous chloride dihydrate → 3-Amino-5-bromobenzonitrile
反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:10]([O-])=O)[CH:9]=1)[C:5]#[N:6].O.O.Cl[Sn]Cl>CCO.C1COCC1>[NH2:10][C:8]1[CH:7]=[C:4]([CH:3]=[C:2]([Br:1])[CH:9]=1)[C:5]#[N:6]参加物
5
実験手順
To a stirring solution of 1.8 g of 3-bromo-5-nitrobenzonitrile in 8 mL of EtOH and 8 mL of THF was added 8.8 g (38.6 mmol) of SnCl2.2H2O in several portions. The mixture was allowed to stir at r.t. for 10.5 h and then concentrated. A solution of 2N NaOH (60 mL) was added and stirring continued for 2 h. EtOAc was added, and the layers were separated. The organic layer was washed with H2O and brine. The aqueous layer was reextracted with EtOAc and washed with brine. The combined extracts were dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (35% EtOAc/hexanes) provided 965 mg of 3-amino-5-bromobenzonitrile.
後処理
- concentrationconcentrated
- additionA solution of 2N NaOH (60 mL) was added
- stirringstirring
- waitcontinued for 2 h
- additionEtOAc was added
- customthe layers were separated
- washThe organic layer was washed with H2O and brine
- washwashed with brine
- dry with materialThe combined extracts were dried over Na2SO4
- filtrationfiltered
- concentrationconcentrated
- customPurification by flash silica gel chromatography (35% EtOAc/hexanes)
出典と根拠
- ORDレコード
- ord-f4c91ecd7cc0438da14a105d26448c32
- 出典データセット
- uspto-grants-2012_10
- 特許番号
- US08299267B2
反応ノート
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