Hydrochloric Acid → 4-(2-Methoxyethyl)piperidine--hydrogen chloride (1/1)

温度

0 °C

N-Boc-4-(2-hydroxy-ethyl)-piperidine (5 g, 21.8 mmol) in THF (25 ml) was added to a suspension of NaH (1.47 g, 43.7 mmol) in THF (75 ml) at 0° C. under N2. The reaction was stirred for 1 hour at 0° C. and MeI (2.72 ml, 43.7 mmol) added slowly. The reaction was allowed to warm to room temperature and stirred overnight. The reaction was quenched with water (100 ml) and extracted with DCM (3×100 ml). The combined DCM layers were dried over MgSO4, filtered, washed with DCM and concentrated in vacuo. The crude reaction (7.5 g) was treated with 3M HCl solution in EtOH (150 ml) for 12 hours. The reaction was concentrated in vacuo and azeotroped with toluene (2×150 ml) to give 4-(2-methoxy-ethyl)-piperidine hydrochloride (3.5 g, 89%) as a pale yellow solid.

1. temperatureto warm to room temperature
2. stirringstirred overnight
3. customThe reaction was quenched with water (100 ml)
4. extractionextracted with DCM (3×100 ml)
5. dry with materialThe combined DCM layers were dried over MgSO4
6. filtrationfiltered
7. washwashed with DCM
8. concentrationconcentrated in vacuo
9. customThe crude reaction (7.5 g)
10. concentrationThe reaction was concentrated in vacuo
11. customazeotroped with toluene (2×150 ml)

ORDレコード

ord-77442cec66ca409cb8edfd6c534bcbb3

出典データセット

uspto-grants-2008_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07456164B2