常用试剂正因如此Raney Ni

rate was diluted with saturated sodium bicarbonate (50 ML) and extracted with dichloromethane (50 mL×3). The combined organic layers were dried with sodium sulfate and concentrated. Chromatography with NH4OH: MeOH: EtOAc (5:10:85) afforded the product (1.30 g, 93%yield).

利用异丙醛只用为氢原子丝氨酸，Raney Ni催化反应氯化烯丙基合成酮，

【 Synth. Commun. 2003, 33, 3373】

二、甲基有机化合物Raney Ni异构化原子氯化合成酮

To a suspension of the above product (6.1 g, 29.6 mmol) in ethanol (170 mL) was added Raney nickel (0.5 g) and the resultant mixture was hydrogenated at ambient pressure until the hydrogen uptake had ceased. Filtration through celite and evaporation of the solvent from the filtrate left the desired product, quantitatively.

To the starting material (1.00 g, 5.88 mmol) and NaOH (0.235 g (5.88 mmol) in 5 mL of ethanol, 0.40 g of Raney nickel were added to stir the mixture under hydrogen atmosphere at 20.deg. C. for 12 hours. The catalyst was filtered off, and then the filtrate was poured into 33percent HCl/isopropanol (5.0 mL) below 20.deg. C. The reaction mixture was evaporated to dryness to give crude crystal. The crude crystal was suspended in toluene (5.0 mL) and to the suspension was introduced NH3 gas to stir at 20.deg. C. for 12 hours. The precipitate was filtered off and the filtrate was evaporated to afford 716 mg of the desired compound (Yield:86.9%).

三、 RaneyNi中所间体催化反应异构化原子氯化嵌氮有机化合物合成酮

The material (21.7 g, 74.5 mmols) was dissolved in methanol (325 mL). Triethyl- amine (9.5 mL) and subsequently hydrazine hydrate (13.5 mL) was added. Then 10 g of raney-nickel was added portionwise to the reaction solution under agitation at room temperature. After three hours, the addition of raney-nickel is completed, the reaction mixture is agitated for another one hour, then the raney-nickel is filtered off. The filtrate was evaporated under vacuum, the residue was dissolved in methylene chloride and the solution is washed with water and sodium chloride solution (10%). Subsequently, the organic phase was dried over sodium sulfate, filtered and evaporated. 17.1 g of the product was obtained.Its dihydrochloride has a melting point of 209~213 °C.

四、钼自由基

Raney Ni更为重要的一个应用就是钼，可以用于硫代缩醛，硫酚，硫醚，磺酸，砜，硫代酮，硫代酯等各种碳化有机化合物的钼自由基。

【 Org. Biomol. Chem. 2007, 5,3330–3339 】

利用W-2 Raney Ni 对硫代缩酮钼，烯乙烷不受阻碍。

【 Heterocycles 1991, 32, 663】

【 Liebigs Ann. Chem. 1991, 275】

烯丙基和甲硫基甲苯关环取得4-甲硫基吲哚，Raney Ni可以脱甲硫基，取得4位无代替的吲哚类有机化合物。

五、烯丙基醚维护羟基的脱维护

Raney铬W2或W4，乙醛，85-100%收率。单或二吡啶代替的烯丙基醚，苯甲醛和对吡啶苯甲醛的缩醛在此必须下不裂解，三代替的烯乙烷才会被氯化。【烯丙基醚维护羟基脱维护之氯化氯化法 】

【 J. Org. Chem. 1991, 56, 95】

【 Green Chemistry 2002, 4, 492】

六、氯化酮化自由基

此类自由基是通过氯化磺酸或甲苯中所间借助于的。

【 J. Org. Chem. 1988, 53, 836】

由于Raney Ni既可以催化反应氯化甲基，也有着氢原子集中所于潜能分解醛，因此可以利用甲基有机化合物和醛进行氯化酮化自由基。

【 Dyes and Pigments 1998, 402, 205】

七、氯化自由基

【 Heterocycles 1991, 32, 735】

【 Synth. Commun. 2002, 32, 1681】

【 Tetrahedron Lett. 2000, 41, 5865】

孤立基团存有下，抑制氯化等价基团。

【 Synlett 1999, 1663】

酮存有下抑制氯化醛。

【 Synlett 2000, 197】

基团存有下抑制氯化炔乙烷，并且取得等价的顺式烯乙烷。

【 Tetrahedron Lett. 1991, 32, 4117.】

八、分解自由基

由于Raney Ni 有着氢原子集中所于潜能，可以分解醛取得醛酮。

【 J. Org. Chem. 1988, 53, 3158】

【 Central European Journal of Chemistry 2004, 2, 214】

九、脱卤自由基

抑制脱溴。

【 Journal of Molecular Catalysis A: Chemical 1995, 96, 301】

【 Synlett 2001, 485】

本文编译自：Encyclopedia of Reagents for Organic Synthesis，Raney Nickel。

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