Stannous chloride dihydrate → 3-Amino-5-bromobenzonitrile
반응식
[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]참가 물질
5
실험 절차
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.
후처리
- 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)
출처 및 근거
- ORD 기록
- ord-f4c91ecd7cc0438da14a105d26448c32
- 출처 데이터셋
- uspto-grants-2012_10
- 특허 번호
- US08299267B2
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