Multi-step reaction with 10 steps
1: AcCl / Heating
2: N-bromosuccinimide (NBS), benzoyl peroxide / CCl4 / 20 h / Heating
3: NaOH, tricaprylmethylammonium chloride / CH2Cl2; H2O / 5 h / Ambient temperature
4: 82 percent / aq. 4 N KOH / methanol / 4 h / Ambient temperature
5: SOCl2, DMF / 3 h / Ambient temperature
6: Et3N / dimethylformamide / 1.) 0 deg C, 1 h, 2.) RT, 2 h
7: H2 / PtO2 / dimethylformamide; H2O / 2 h / Ambient temperature
8: dicyclohexylcarbodiimide (DCC) / dimethylformamide; CH2Cl2 / 0 - 20 °C
9: 89 percent / H2NNH2*H2O / methanol / 24 h / Ambient temperature
10: 96 percent / 2 M HCl / acetic acid / 0.5 h / Ambient temperature
With
hydrogenchloride; potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; thionyl chloride; Perbenzoic acid; hydrogen; Aliquat 336; hydrazine hydrate; triethylamine; acetyl chloride; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide;
platinum(IV) oxide;
In
methanol; tetrachloromethane; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0223-5234(91)90119-8