2-Phenylethanol → HCID 58648560, compound

Participants

Reaction Steps

A mixture of (2S)-1-(1,2-dioxo-3,3-dimethylpentyl)-2-pyrrolidine-carboxylic acid (570 mg; 2.36 mmol), phenethyl alcohol (432 mg; 3.54 mmol), dicyclohexylcarbodiimide (780 mg; 3.78 mmol), 4-dimethylaminopyridine (98 mg; 0.79 mmol) and camphorsulphonic acid (183 mg; 0.79 mmol) in methylene chloride (30 mL) was stirred overnight under a nitrogen atmosphere. The reaction mixture was filtered through Celite to remove solids and concentrated in vacuo, and the crude material was purified on a flash column (25% ethyl acetate in hexane) to obtain 600 mg of the product as a colorless oil. 1H NMR (CDCl3; 300 MHz) δ0.87 (t, 3H); 1.21 (s, 3H); 1.25 (s, 3H); 1.64–1.94 (m, 6H); 2.17 (m, 1H); 2.97 (m, 2H); 3.49 (m, 2H); 4.36 (m, 2H); 4.51 (m, 1H); 7.22–7.33 (m, 5H).

Provenance & Evidence