Hydrochloric Acid → HCID 86585771, compound

To a stirred solution of ethyl 2-hydroxy-2,5-dimethyl-3-hexynoate from the previous step (0.35 g, 1.9 mmol) in 2 mL THF was added H2O (2 mL) and 1 N NaOH solution (2 mL). The reaction was stirred at ambient temperature for 3 h. The mixture was acidified with 1N HCl (2 mL) and extracted twice with Et2O (10 mL). The organic layers were washed with brine, dried over anhydrous MgSO4, and filtered. The filtrate solvent was removed on a rotary evaporator to give 2-hydroxy-2,5-dimethy-3-hexynoic acid as a white solid (0.272 g, 92%). 1H NMR, 400 MHz, CDCl3, 4.81 ppm (br, s, 1H); 2.56-2.62 ppm (m, 1H); 1.70 ppm (s, 3H); 1.17 ppm (d, J=3.18 Hz, 6H).

1. extractionextracted twice with Et2O (10 mL)
2. washThe organic layers were washed with brine
3. dry with materialdried over anhydrous MgSO4
4. filtrationfiltered
5. customThe filtrate solvent was removed on a rotary evaporator

ORD record

ord-331d7fce719a4a2483e069cd64d7b73c

Source dataset

uspto-grants-2003_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06515011B2