반응 #1121724

ord-4542d6addab748b3a00ae5a341096a42

반응 방정식

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
수율 96.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도was refluxed for 18 h
  2. 2
    농축before concentrated in vacuo
  3. 3
    기타The organic layer was then separated
  4. 4
    추출the aqueous layer was extracted with dichloromethane (DCM, 3×150 mL)
  5. 5
    세척The combined organic extracts were washed with water (150 mL)
  6. 6
    건조dried (Na2SO4)
  7. 7
    농축concentrated in vacuo

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08545877B2uspto-grants-2013_10