All Questions
22
questions
2
votes
0
answers
151
views
Removing DCC and its by-product from Steglich Esterfication
In my small research, I want to synthesize 3 alkyl gallates (ethyl gallate, butyl gallate, and hexyl gallate), and here's my overall reaction using Steglich esterification):
However, from reading ...
- 155
2
votes
0
answers
102
views
Protecting Thiol group in presence of alcohol
What protecting group can I use that will protect the thiol in the presence of an alcohol? Is there a set of conditions, or a group that I can use that is selective to the thiol over the alcohol?
I am ...
- 21
0
votes
1
answer
128
views
Is formation of cyclic carbonate from trimethyl orthoformate and vicinal aromatic 1,2-diol possible? [closed]
Hello, my question is, "is it possible cyclic carbonate formation between trimethyl orthoformate and vicinal aromatic 1,2-diol"
1
vote
1
answer
423
views
Reduction of unsymmetrical ketones using BINAL-H (Enantioselectivity)
I am struggling with a problem regarding the enantioselectivity of BINAL-H for quite some time now.
The reaction scheme shows the reaction with (S)-BINAL-H as it is observed plus the transition state ...
- 21
3
votes
0
answers
124
views
Making a bridge on a cyclic molecule
So, my question is how would I make a bridge as seen on the following molecule (right side)?
As for the molecule on the left, I am supposed to make it using that molecule as a base. The only ...
- 331
1
vote
1
answer
652
views
Synthesis of phenethyl alcohol from benzene
How can I make phenethyl alcohol $(\ce{C6H5CH2CH2OH})$ from benzene?
I have got information that phenethyl alcohol is made from benzene by Friedel-Crafts reaction between benzene and ethylene oxide ...
- 79
5
votes
2
answers
808
views
Why is ethanol distilled off before adding water in the first step of a malonic synthesis?
I am doing a malonic synthesis shown below, and I wonder why I should distill ethanol off before adding water in the first step of the reaction (First I add absolute ethanol and solid sodium).
- 129
3
votes
4
answers
200
views
Chlorinating specifically one carbon on a symmetrical alcohol
The final target molecule is 1-chloro-2-amino propane.
The amination step would be simple via reductive amination of 1-chloro-iso-propanone.
Obtaining 1-chloro-iso-propanone would be from ...
- 53
4
votes
1
answer
2k
views
How do I arrive at the α-trimethylsilyloxy ketone from an unmodified ketone using TMSCl, triethylamine and mCPBA?
I'm confused about what is going on here. I gather that step 1 is typically supposed to protect an OH group, but there isn't any in the starting material.
- 1,451
4
votes
1
answer
8k
views
How to make a primary alcohol from an alkane?
Alcohols can be made from alkyl halides, which can be made from alkanes. However $3° > 2° > 1° > 0°$ for alkyl halides synthesis from alkanes. What approach could make an alkane with primary ...
- 2,674
7
votes
2
answers
1k
views
Retrosynthesis of a lactone
We have been asked to do a retrosynthesis of (6S)-6-[(2S)-2-hydroxy-4-phenylbutyl]oxan-2-one J from 3-phenylpropan-1-ol K:
My first instinct would be to do a functional group interconversion of the ...
- 71
4
votes
2
answers
5k
views
How to convert ethanol to benzoic acid? [closed]
I have tried this method:
Can anyone suggest me a shorter route?
Criteria: Benzene has to be produced, it is not available.
Edit : I don't understand why the question has been put on hold. They ...
- 1,439
14
votes
1
answer
2k
views
What are the practical differences between the various DMSO oxidations (Swern, etc.)?
Recently, I was reading a paper about a total synthesis of (+)-rubriflordilactone A (the article is open access: Angew. Chem. Int. Ed. 2015, 54 (43), 12618–12621). In two different steps where an ...
- 71.6k
3
votes
1
answer
816
views
What is the function of tosylchloride in the synthesis of an ether?
Considering the following reaction:
Today my teacher explained this reaction as follows:
The electron pair of $\ce{OH}$ (in the first compound) will "attack" the $\ce{S}$, making the $\ce{Cl}$ "jump ...
- 135
1
vote
1
answer
699
views
Acid Catalyzed Hydration of an Alkene Synthesis Problem
Devise syntheses of the following three compounds, starting in each case with any alkene that contains four carbons or fewer. You do not have to write mechanisms, although at this point it may be very ...
- 259