Diisobutylaluminumhydride → Benzo[b]thiophene, 7-fluoro-4-methoxy-

温度

35 °C

To a solution of 7-fluoro-4-methoxy-1-benzothiophen-2(3H)-one (1.06, 5.4 mmol) in dichloromethane (10 mL) at 0° C. was added slowly a solution of diisobutylaluminium hydride in dichloromethane (1 M, 8.04 mL, 8.0 mmol). After 30 mins the reaction was quenched by careful addition of aqueous hydrochloric acid (6 N, 25 mL). The mixture was concentrated to remove the dichloromethane, the aqueous residue was then stirred at 35° C. for 2 h. The aqueous solution was extracted with diethyl ether (3×50 mL), washed with aqueous sodium hydroxide (2 N, 50 mL), brine (50 mL) then dried (MgSO4) and the solvent evaporated in vacuo to give the title compound (0.86 g, 87%) as a purple oil; δH 7.44–7.38 (1H, m, ArH), 7.36–7.24 (1H, m, ArH), 6.88–6.80 (1H, m, ArH), 6.57–6.49 (1H, m, ArH) and 3.82 (3H, s, OCH3).

1. customAfter 30 mins the reaction was quenched by careful addition of aqueous hydrochloric acid (6 N, 25 mL)
2. concentrationThe mixture was concentrated
3. customto remove the dichloromethane
4. extractionThe aqueous solution was extracted with diethyl ether (3×50 mL)
5. washwashed with aqueous sodium hydroxide (2 N, 50 mL), brine (50 mL)
6. dry with materialthen dried (MgSO4)
7. customthe solvent evaporated in vacuo

ORDレコード

ord-20ca5d173f0240cba10edfa9008a6a2c

出典データセット

uspto-grants-2006_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07037932B2