반응 #7991

반응 방정식

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

formaldehyde

potassium carbonate

→

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

용매

methanol

반응 조건

후처리

1. 1
   기타The mixture was evaporated under vacuum
2. 2
   기타the residue partitioned between EtOAc (100 mL) and water (100 mL)
3. 3
   workup.ADDITIONcontaining 2N HCl (10 mL)
4. 4
   세척The organic phase was washed with brine (50 mL)
5. 5
   건조dried over MgSO4
6. 6
   여과filtered
7. 7
   기타evaporated under vacuum to an oil (1.86 g)

실험 절차

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.

출처