4-Phenylbutyric Acid → HCID 15704414, compound

4-Phenylbutyric acid (2.46 g, 15 mmol) was dissolved in distilled tetrahydrofuran (70 ml) in an argon atmosphere. After cooling in an ice bath, carbonyl diimidazole (2.43 g, 15 mmol) was added and the mixture was stirred cold 1 hour and at room temperature 1 hour. The mixture was then cooled and glycine ethyl ester.hydrochloride (2.09 g, 15 mmol) and distilled triethylamine (2.1 ml, 15 mmol) were added. The mixture was left stirring overnight at room temperature. After removal of the solvent in vacuo, ethyl ether (200 ml) was added. The solution was washed with 1 N hydrochloric acid (70 ml), 0.5 N sodium hydroxide (70 ml) and saturated sodium chloride solution (70 ml), dried over anhydrous magnesium sulfate and freed of solvent in vacuo leaving the title I compound (3.13 g) as white crystalline material.

1. temperatureAfter cooling in an ice bath
2. temperatureThe mixture was then cooled
3. additionwere added
4. waitThe mixture was left
5. stirringstirring overnight at room temperature
6. customAfter removal of the solvent in vacuo, ethyl ether (200 ml)
7. additionwas added
8. washThe solution was washed with 1 N hydrochloric acid (70 ml), 0.5 N sodium hydroxide (70 ml) and saturated sodium chloride solution (70 ml)
9. dry with materialdried over anhydrous magnesium sulfate

ORD record

ord-c7af2218c6ac44b49966b5d696dbe8b2

Source dataset

uspto-grants-1990_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04965279