3426-71-9

基本信息
N-(苄羰氧基)羟基胺, 98+%
N-(BENZYLOXYCARBONYL)HYDROXYLAMINE
N-CARBOBENZOXYHYDROXYLAMINE
N-CBZ-HYDROXYLAMINE
N-HYDROXYCARBAMIC ACID BENZYL ESTER
N-Z-HYDROXYLAMINE
Z-HNOH
Z-NHOH
hydroxy-carbamicacibenzylester
hydroxy-carbamicaciphenylmethylester
N-(Benzyloxycarbinol)hydroxylamine
N-(Benzyloxycarbonyl)hydroxylamine,98+%
N-CARBOBENZOXYHYDROXALAMINE
Benzyl hydroxycarbamate
N-Z-Hydroxylamine, Benzyl N-hydroxycarbamate
(Hydroxyamino)formic acid benzyl ester
Hydroxycarbamic acid benzyl ester
物理化学性质
制备方法

501-53-1

3426-71-9
以氯甲酸苄酯为原料合成N-(苄羰氧基)羟基胺的一般步骤如下:将92.9 g(0.876 mol)碳酸钠(Na2CO3)和300 mL纯水加入1 L三颈烧瓶中,通过机械搅拌使碳酸钠完全溶解。随后,加入46.83 g(0.674 mol)盐酸羟胺,在室温下搅拌并缓慢滴加220 mL含有100 g(0.587 mol)氯甲酸苄酯的二氯甲烷溶液,滴加时间约为4小时。滴加完毕后,继续在室温下搅拌1小时,然后加入300 mL纯净水,分离有机层和水层。水层用二氯甲烷(每次150 mL,共3次)萃取,合并所有二氯甲烷相,用300 mL饱和食盐水洗涤,然后用20.0 g无水硫酸钠干燥。干燥后的溶液在45℃下减压蒸馏除去溶剂,得到粗产物I。将粗产物溶解于100 mL二氯甲烷中,确保完全溶解后,在冰水浴中冷却至0℃,缓慢滴加300 mL石油醚。溶液在0℃下结晶1小时,结晶产物用预先冷却的混合溶剂(200 mL,石油醚:二氯甲烷=3:1,体积比)洗涤,并在35℃下减压干燥。最后,在0℃下搅拌5小时,得到63.0 g白色粉末状固体,总收率为64%。
参考文献:
[1] Organic and Biomolecular Chemistry, 2009, vol. 7, # 21, p. 4531 - 4538
[2] Journal of Organic Chemistry, 2009, vol. 74, # 22, p. 8690 - 8694
[3] Journal of the American Chemical Society, 2010, vol. 132, # 37, p. 12862 - 12864
[4] Synthetic Communications, 2010, vol. 40, # 5, p. 642 - 646
[5] Helvetica Chimica Acta, 1991, vol. 74, # 8, p. 1653 - 1670