Suggest the syntheses of putrescine and cadaverine from ethyl bromide
I don't think I can use Grignard can I? PLEASE HELP.
CH3CH2Br + CH3CH2Mg/EtoEt -> CH3Ch2Ch2Ch2MgBr + NaN3/EtOH -> CH3Ch2Ch2Ch2N=N=N + LiAlH4/H20 CH3Ch2Ch2Ch2NH2?
Then what? does this even work?
To synthesize putrescine and cadaverine from ethyl bromide, you can follow the following steps:
1. Start with ethyl bromide (CH3CH2Br).
2. React ethyl bromide with magnesium (Mg) in anhydrous ether (Et2O) to form the corresponding Grignard reagent, ethylmagnesium bromide (CH3CH2MgBr).
3. However, since you mentioned that you cannot use Grignard reagents, an alternative approach can be taken. Instead, you can use sodium azide (NaN3) in ethanol (EtOH) to convert ethyl bromide into azide (CH3CH2CH2CH2N3). This step is called an azide substitution reaction.
4. The azide can then be reduced using a strong reducing agent, such as lithium aluminum hydride (LiAlH4) in water (H2O), to produce the corresponding amine (CH3CH2CH2CH2NH2).
5. Repeat the same steps to synthesize cadaverine, starting from ethyl bromide.
So, for the synthesis of putrescine and cadaverine:
Step 1: CH3CH2Br + CH3CH2Mg/Et2O → CH3CH2CH2CH2MgBr
Step 2: CH3CH2CH2CH2MgBr + NaN3/EtOH → CH3CH2CH2CH2N3
Step 3: CH3CH2CH2CH2N3 + LiAlH4/H2O → CH3CH2CH2CH2NH2
Repeat Steps 1-3 to synthesize cadaverine.
I hope this helps! Let me know if you have any more questions.