All Questions
17
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
0
votes
0
answers
78
views
Steglich Esterification in Alkyl Gallates
Based on my research (reading some articles), some alkyl gallate syntheses used Steglich esterification instead of the usual esterification (Fischer esterification). The reason why Steglich ...
- 155
4
votes
1
answer
140
views
Synthesis of diethyloxalate from ethene
Outline the steps involved in the following transformation: $\ce{C2H4}$ to $\ce{(COOC2H5)2}$ (diethyl oxalate).
I am familiar with the transformation of $\ce{C2H4}$ to ethyl acetate $\ce{CH3COOC2H5}$ ...
- 111
0
votes
1
answer
875
views
Succinic anhydride esterification won't go forward
I'm trying to react succinic anhydride with a decyl alcohol to produce mono-decyl succinate. Literature and Google searches suggest that the monoesterification should proceed without catalyst. However ...
- 53
0
votes
0
answers
443
views
Preparation of compounds using acetoacetic ester synthesis
I've been given the following exercise in organic chemistry, and I'm at a complete loss. The text book doesn't cover the subject at all. I have some knowledge of melonic ester synthesis. As an ...
1
vote
1
answer
267
views
Why doesn't self condensation occur in acetoacetic ester synthesis
So, I came across a quite versatile method to synthesize aldehydes and ketones, its called the Acetoacetic ester synthesis.
Suppose I need some 2-pentanone. So to synthesize it via this method I can ...
- 242
1
vote
1
answer
86
views
Formation of (Gamma) Methylparaconic acid
I came across this question recently,
I tried to devise a mechanism but I'm struck here,
My try -
Moreover, I think my mechanism is somewhat inefficient because of formation of some byproducts, ...
- 242
6
votes
1
answer
16k
views
Sulphuric Acid in Esterification Reaction
Why is it that adding the sulphuric acid slowly to a solution of alcohol and carboxylic acid (making an ester) will increase the yield of the product? It seems that not only does the rate at which it ...
- 81
2
votes
1
answer
3k
views
Direct conversion of amides to esters
Rarely does the literature describe the synthesis of esters from amides. I understand that amides are a relatively unreactive functional group but they can easily be hydrolysed to give carboxylic ...
- 21
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
1
vote
2
answers
303
views
Formation of Lactone from 5-amino-decanoic acid?
As expressed in the title, I am trying to figure out how to form a lactone from 5-amino-decanoic acid. The thing that comes to my mind as a start is the attachment of the amino group ($\ce{NH2}$) to ...
- 153
3
votes
1
answer
4k
views
Failed esterification of 1-butanol and ethanoic acid
I did an esterification experiment of 1-butanol and ethanoic acid.
30 mL of 1-butanol was added followed by 30 mL of ethanoic acid, and then 1.5 mL of concentrated sulphuric acid and some boiling ...
- 47
7
votes
2
answers
1k
views
Choice of base for malonic ester synthesis
Most reaction mechanisms use $\ce{EtO-}$ as a base to deprotonate the alpha hydrogen in the malonic ester sythesis. But in the equilibrium there are still esters that haven't been deprotonated. Why ...
- 647
5
votes
2
answers
1k
views
How to esterify phenol with oxalic acid?
Is it possible to fully esterify phenol with oxalic acid in order to get diphenyl oxalate? What catalyst should I use and is the synthesis possible to perform at home with hobby equipment?
- 153
8
votes
1
answer
6k
views
Is it possible to oxidize ether to ester?
Is it possible to synthesize an ester from an ether in a single step? For example if I had an ether $\ce{(R-CH2-OR')}$, can I oxidize it so it will be an ester $\ce{(R-CO-OR')}$.
- 2,518