Triethylamine → Ethyl 1,4-dibenzylpiperazine-2-carboxylate

HRID 1440748

반응식

HRID 1440748 반응식
Br[CH:2]([CH2:8]Br)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH2:10]([NH:17][CH2:18][CH2:19][NH:20][CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C.Br.C(N(CC)CC)C>C1C=CC=CC=1>[CH2:10]([N:17]1[CH2:18][CH2:19][N:20]([CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:8][CH:2]1[C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8793BenzathineHCID 97945Ethyl 2,3-dibromopropionateHCID 2734074Triethylammonium bromide

생성물 1

HCID 2736402Ethyl 1,4-dibenzylpiperazine-2-carboxylate수율 89%

시약·촉매·용매 1

HCID 241Benzene용매2회

실험 절차

80 g (0.31 mol) of ethyl 2,3-dibromopropionate diluted in 300 ml of benzene are added dropwise, but fairly rapidly, to a warm solution of 72 g (0.3 mol) of N,N'-dibenzylethylenediamine, 700 ml of benzene and 50 ml (0.36 mol) of triethylamine. After the addition, reflux is maintained for 3 hours (triethylamine hydrobromide precipitates in the reaction mixture). The mixture is cooled and filtered through fritted glass, and the solid is washed with ether. The filtrate is washed with 200 ml of saturated sodium hydrogen carbonate solution and then twice with 100 ml of water. The organic phases are dried over magnesium sulfate and the solvents are evaporated off in vacuo. Approximately 100 ml of toluene are added, and evaporation is continued. The resulting residue is diluted in 400 ml of absolute ethanol and saturated with gaseous hydrogen chloride. The salt precipitates by the addition of ether. Filtering, washing with ether and drying yield from 100 to 110 g of white crystals.

후처리

  1. additionare added dropwise
  2. additionAfter the addition
  3. temperaturereflux
  4. customprecipitates in the reaction mixture)
  5. temperatureThe mixture is cooled
  6. filtrationfiltered through fritted glass
  7. washthe solid is washed with ether
  8. washThe filtrate is washed with 200 ml of saturated sodium hydrogen carbonate solution
  9. dry with materialThe organic phases are dried over magnesium sulfate
  10. customthe solvents are evaporated off in vacuo
  11. additionApproximately 100 ml of toluene are added
  12. customevaporation
  13. additionThe resulting residue is diluted in 400 ml of absolute ethanol and saturated with gaseous hydrogen chloride
  14. customThe salt precipitates by the addition of ether
  15. filtrationFiltering
  16. washwashing with ether
  17. customdrying

출처 및 근거

ORD 기록
ord-4e8c728510c3408ea248a1e279aa0355
출처 데이터셋
uspto-grants-1996_03
특허 번호
US05500426

연결된 노트

불러오는 중…