methyl 3,5,5-trimethylhexanoate synthesis
- Product Name:methyl 3,5,5-trimethylhexanoate
- CAS Number:71500-39-5
- Molecular formula:C10H20O2
- Molecular Weight:172.2646
Yield:71500-39-5 80%
Reaction Conditions:
with acetyl chloride for 4 h;Inert atmosphere;Reflux;
Steps:
Methyl 3,5,5-Trimethylhexanoate
Methyl 3,5,5-Trimethylhexanoate
3,5,5-trimethylhexanoic acid (50 g, 0.26 mol) was transferred into a one neck 250 mL round bottomed flask equipped with stir bar and a condenser supporting a nitrogen inlet/outlet.
Methanol (78 g, 2.4 mol) was added followed by a catalytic amount (0.76 g) of acetyl chloride.
The solution was refluxed for four hours under N2.
The ester was then concentrated under reduced pressure to yield 43.29 g (80%) of material. 1H NMR (400 MHz, CDCl3) δ 3.7 (s, 3H, Me), 2.3 (m, 1H, CH2-C=O), 2.1 (m, 1H, CH2-C=O), 1.3 (m, 2H, CH2-tBu, and CH(CH2)Me), 1.1 (m, 1H, CH2-tBu), 1.0 (d, 3H, Me), 0.9 (s, 9H, tBu).
References:
US2016/244860,2016,A1 Location in patent:Paragraph 0138-0139
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