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To a suspension of NaH (60% dispersion in mineral oil: 8.88 g) in THF (250 mL) was added a mixture of 2-butanone (7.98 g) and methyl 5-chlorovalerate (50.0 g) in THF (100 mL) dropwise via cannula at 0° C. The mixture was stirred at 0° C. for 10 min and at rt for 24 h. After the reaction was quenched with 2 N—HCl (200 mL), the aqueous layer was extracted with EtOAc (3×). Concentration of the combined organic phase gave a brown colored oil, which was purified by fractional vacuum distillation. The title compound was collected in the temperature range between 95° C. and 110° C. at 10 mmHg. 1H NMR (500 MHz, CDCl3) δ 1.14 (t, 3H, J=7.4 Hz), 1.65-1.90 (m, 4H), 2.30-2.60 (m, 4H), 3.50-3.60 (m, 2H), 5.51 (s, 1H).

1. additionwas added
2. customAfter the reaction was quenched with 2 N—HCl (200 mL)
3. extractionthe aqueous layer was extracted with EtOAc (3×)
4. customConcentration of the combined organic phase gave a brown colored oil, which
5. distillationwas purified by fractional vacuum distillation
6. customThe title compound was collected in the temperature
7. customrange between 95° C. and 110° C. at 10 mmHg