methyl 3,5,5-trimethylhexanoate synthesis

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