تفاعل #82828

ord-acddf5e7728249bc8a7f2cb00ab35d79

معادلة التفاعل

O
water
OCCC1CCNCC1
4-(2-hydroxyethyl)piperidine
CCN(CC)CC
triethylamine
COc1cccc(C(=O)Cl)c1
3-methoxybenzoyl chloride
COc1cccc(C(=O)N2CCC(CCO)CC2)c1
2-[1-(3-methoxybenzoyl)piperidin-4-yl]ethanol

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with ethyl acetate
  2. 2
    غسيلThe extract was washed with water and brine
  3. 3
    تجفيفdried over magnesium sulfate
  4. 4
    أخرىevaporated in vacuo
  5. 5
    أخرىThe residue was chromatographed on silica eluting with chloroform
  6. 6
    workup.ADDITIONthe fractions containing the object product
  7. 7
    أخرىwere collected
  8. 8
    أخرىevaporated

الإجراء التجريبي

To a mixture of 4-(2-hydroxyethyl)piperidine (5.0 g) and triethylamine (5.39 ml) in methylene chloride (50 ml) was added dropwise a solution of 3-methoxybenzoyl chloride (5.44 ml) in methylene chloride (15 ml) at 0° C. After stirring at ambient temperature for 1 hour, the mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and brine, and dried over magnesium sulfate, and evaporated in vacuo. The residue was chromatographed on silica eluting with chloroform and the fractions containing the object product were collected and evaporated to give 2-[1-(3-methoxybenzoyl)piperidin-4-yl]ethanol (9.6 g) as an oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05622976uspto-grants-1997_04