تفاعل #1121732

ord-bb014b7be2f148b68e646b6bc65a50a2

معادلة التفاعل

CCOC(=O)CCCBr
ethyl 4-bromobutanoate
CN1CCNCC1
1-methylpiperazine
O=C([O-])[O-].[K+].[K+]
K2CO3
CCOC(=O)CCCN1CCN(C)CC1
ethyl 4-(4-methylpiperzin-1-yl)butanoate
المردود 96.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas refluxed for 18 h
  2. 2
    تركيزbefore concentrated in vacuo
  3. 3
    أخرىThe organic layer was then separated
  4. 4
    استخلاصthe aqueous layer was extracted with dichloromethane (DCM, 3×150 mL)
  5. 5
    غسيلThe combined organic extracts were washed with water (150 mL)
  6. 6
    تجفيفdried (Na2SO4)
  7. 7
    تركيزconcentrated in vacuo

الإجراء التجريبي

A mixture of ethyl 4-bromobutanoate (5.75 g, 29.5 mmol; Aldrich No. 167118) and 1-methylpiperazine (3.55 mL, 32.0 mmol; Aldrich No. 130001) and anhydrous K2CO3 (4.5 g, 32.5 mmol; Fisher No. P208) in acetonitrile (MeCN, 150 mL) was refluxed for 18 h before concentrated in vacuo. The organic layer was then separated and the aqueous layer was extracted with dichloromethane (DCM, 3×150 mL). The combined organic extracts were washed with water (150 mL), dried (Na2SO4), and concentrated in vacuo to give ethyl 4-(4-methylpiperzin-1-yl)butanoate (6.01 g, 96%) as a yellow oil.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08545876B1uspto-grants-2013_10