Phenol → HCID 66930916, compound

Temperature

50 °C

To a solution of 60.1 (0.7 g, 7.5 mmol) in dry acetone (50 mL), under a nitrogen atmosphere, was added 18-crown-6 (1.584 g, 6 mmol), anhydrous potassium carbonate (2.07 g, 15 mmol), and ethyl 7-bromoheptanoate (1.18 g, 5 mmol) successively. The mixture was stirred at 50° C. overnight and then it was cooled to room temperature and the solvent removed in vacuo. The residue obtained was partitioned between diethyl ether (50 mL), and water (10 mL). The organic phase was separated and the aqueous layer extracted with diethyl ether. The combined organic layer was washed with brine, dried (MgSO4) and the solvent was removed under reduced pressure. Purification by flash column chromatography (20% diethyl ether-hexane) afforded 61.1 (1.72 g, 92% yield) as a colorless liquid.

1. temperatureit was cooled to room temperature
2. customthe solvent removed in vacuo
3. customThe residue obtained
4. customwas partitioned between diethyl ether (50 mL), and water (10 mL)
5. customThe organic phase was separated
6. extractionthe aqueous layer extracted with diethyl ether
7. washThe combined organic layer was washed with brine
8. dry with materialdried (MgSO4)
9. customthe solvent was removed under reduced pressure
10. customPurification by flash column chromatography (20% diethyl ether-hexane)

ORD record

ord-ad44614f87b04816a1b6cdc2e91022ce

Source dataset

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09102622B2