反応 #7991

反応方程式

1-(3-chloro-5-fluoro-4-methoxyphenyl)-1-hexanone

formaldehyde

potassium carbonate

→

2-butyl-4-chloro-6-fluoro-5-methoxy-1-indanone

溶媒

methanol

反応条件

後処理

1. 1
   その他The mixture was evaporated under vacuum
2. 2
   その他the residue partitioned between EtOAc (100 mL) and water (100 mL)
3. 3
   workup.ADDITIONcontaining 2N HCl (10 mL)
4. 4
   洗浄The organic phase was washed with brine (50 mL)
5. 5
   乾燥dried over MgSO4
6. 6
   ろ過filtered
7. 7
   その他evaporated under vacuum to an oil (1.86 g)

実験手順

A mixture of the crude 1-(3-chloro-5-fluoro-4-methoxyphenyl)-1-hexanone from step 1, methanol (8.7 mL), 37% aqueous formaldehyde (0.786 mL, 10.5 mmol), and potassium carbonate (1.2 g, 8.72 mmol) was stirred and heated in an oil bath at 50° C. for 7 hours. The mixture was evaporated under vacuum and the residue partitioned between EtOAc (100 mL) and water (100 mL) containing 2N HCl (10 mL). The organic phase was washed with brine (50 mL), dried over MgSO4, filtered, and evaporated under vacuum to an oil (1.86 g) consisting of predominantly 1-(3-chloro-5-fluoro-4-methoxyphenyl)-2-(methoxymethyl)-1-hexanone.

出典