تفاعل #2139949

ord-b32849e5578f4751bd1d4329ef8b3513

معادلة التفاعل

O
water
CCN(C(C)C)C(C)C
ethyldiisopropylamine
CCCCOc1ccc(Br)c(O)c1F
6-bromo-3-butoxy-2-fluorophenol
COCCOCCl
2-methoxyethoxymethyl chloride
CCCCOc1ccc(Br)c(OCOCCOC)c1F
1-bromo-4-butoxy-3-fluoro-2-(2-methoxyethoxymethoxy)benzene
المردود 99.8%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.WAITthe mixture was left
  2. 2
    استخلاصextracted with dichloromethane
  3. 3
    أخرىevaporated
  4. 4
    ترشيحthe crude product was filtered through silica gel with n-heptane/MTB ether (3:1)

الإجراء التجريبي

60.4 ml (0.355 mol) of ethyldiisopropylamine were added with ice-cooling to 77.4 g (0.294 mol) of 6-bromo-3-butoxy-2-fluorophenol dissolved in 500 ml of dichloromethane, 40.3 ml (0.355 mol) of 2-methoxyethoxymethyl chloride were added dropwise, and the mixture was left to stirr overnight at room temperature. The batch was hydrolysed using water, extracted with dichloromethane and evaporated, and the crude product was filtered through silica gel with n-heptane/MTB ether (3:1), giving 103 g (99%) of 1-bromo-4-butoxy-3-fluoro-2-(2-methoxyethoxymethoxy)benzene as a yellow oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07326447B2uspto-grants-2008_02