1-N-Boc-2-Methylhydrazine synthesis
- Product Name:1-N-Boc-2-Methylhydrazine
- CAS Number:127799-54-6
- Molecular formula:C6H14N2O2
- Molecular Weight:146.19
127799-53-5
127799-54-6
The general procedure for the synthesis of 1-Boc-2-methylhydrazine from 1-Cbz-2-Boc-1-methylhydrazine is as follows: 24.8 g (70.8 mmol) of 1-benzyl-2-tert-butyl-1-methylhydrazine-1,2-dicarboxylate was dissolved in 500 mL of ethanol at room temperature and standard atmospheric pressure, and 1.24 g of palladium (10% activated charcoal) was added as a catalyst for the hydrogenation reaction. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth to remove the catalyst and the filtrate was concentrated and dried under reduced pressure to give the product. The yield was 12.3 g with a purity of 48%, representing 57% of the theoretical yield.
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Yield:-
Steps:
Multi-step reaction with 2 steps
1.1: 64 percent / toluene / 6 h
2.1: n-BuLi / tetrahydrofuran; hexane / 1 h / cooling
2.2: tetrahydrofuran; hexane / 5 h
2.3: 83 percent / aq. NaOH / CH2Cl2 / 0.5 h / 20 °C
References:
Melendez, Rosa E.;Lubell, William D. [Journal of the American Chemical Society,2004,vol. 126,# 21,p. 6759 - 6764]
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