تفاعل #324584

ord-a9941fab0a0546f5bb739961ba9b6c60

معادلة التفاعل

CCC(O)c1cc(Br)ccc1F
1-(5-bromo-2-fluorophenyl)-1-propanol
CCC(O)c1cc(Br)ccc1F
1-(5-Bromo-2-fluorophenyl)-1-propanol
[Al+3].[Al+3].[O-2].[O-2].[O-2]
aluminium oxide
[O]=[Cr](=[O])([O-])[Cl].c1cc[nH+]cc1
pyridinium chlorochromate
CCC(=O)c1cc(Br)ccc1F
crude title compound
CCC(=O)c1cc(Br)ccc1F
1-(5-Bromo-2-fluorophenyl)-1-propanone

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe mixture was then filtered through silica gel (200 g, 0.06-0.2 mm) which
  2. 2
    غسيلwas thoroughly washed with dichloromethane (1000 ml)
  3. 3
    غسيلThe combined filtrates were washed with brine
  4. 4
    تجفيفdried over sodium sulfate
  5. 5
    تركيزconcentrated under reduced pressure

الإجراء التجريبي

A mixture of 10 g (42.9 mmol) 1-(5-bromo-2-fluorophenyl)-1-propanol (Example 5A), 8.75 g (85.8 mmol) neutral aluminium oxide and 18.5 g (85.8 mmol) pyridinium chlorochromate in dichloromethane (100 ml) was stirred at room temperature for 4 h. The mixture was then filtered through silica gel (200 g, 0.06-0.2 mm) which was thoroughly washed with dichloromethane (1000 ml). The combined filtrates were washed with brine, dried over sodium sulfate and concentrated under reduced pressure. The crude title compound thus obtained (8.6 g, 87% of th.) was used in the next step without further purification.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08642595B2uspto-grants-2014_02