Sodium Hydroxide → 220000-23-7

To a round bottom flask equipped with stir bar was added 2-(4-fluoro-benzyloxy)-propionic acid ethyl ester (0.380 g, 1.68 mmol), dioxane (6 mL) and 1N aqueous sodium hydroxide (1.76 mL, 1.76 mmol). The resulting mixture was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo. The isolated residue was treated with 2N aqueous hydrochloric acid (10 mL) then extracted with dichloromethane (4×20 mL). The combined organic phase was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to isolate desired product as clear oil (328 mg, 99%). Isolated material was used as such in the next step. 1 NMR (300 MHz, CDCl3): δ 11.5 (br, 1H), 7.35 (m, 2H), 7.03 (m, 2H), 4.65 (d, 1H), 4.48 (d, 1H), 4.10 (q, 1H), 1.50 (d, 3H)

1. customTo a round bottom flask equipped
2. stirringThe resulting mixture was stirred at room temperature overnight
3. concentrationThe reaction mixture was concentrated in vacuo
4. additionThe isolated residue was treated with 2N aqueous hydrochloric acid (10 mL)
5. extractionthen extracted with dichloromethane (4×20 mL)
6. dry with materialThe combined organic phase was dried over anhydrous sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated in vacuo

ORD record

ord-af1c989865c848e4870654cc59648203

Source dataset

uspto-grants-2011_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07935703B2