Triethylamine → ethyl 6-[N'-(3-chlorophenyl)-N-piperazinyl]hexanoate

HRID 444668

반응식

HRID 444668 반응식
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.C(N(CC)CC)C.Br[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29]>C1(C)C=CC=CC=1>[Cl:2][C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][N:12]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 256811-(3-Chlorophenyl)piperazine monohydrochlorideHCID 117544Ethyl 6-bromohexanoate

생성물 1

HCID 67128506ethyl 6-[N'-(3-chlorophenyl)-N-piperazinyl]hexanoate수율 59.6%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of 1-(3-chlorophenyl)piperazine hydrochloride (12 g, 0.051 mol) in anhydrous toluene (250 ml) was added triethylamine (TEA) (15.6 ml, 0.112 mol) and ethyl 6-bromohexanoate (13.6 g, 0.061 mol) and the mixture heated at reflux for 4 hours. The mixture was then cooled to room temperature, washed with water (2×100 ml), brine (100 ml), dried over Na2SO4, filtered and concentrated to dryness. The residue obtained was purified by flash chromatography on silica gel using ethyl acetate/hexane (1/1) to give ethyl 6-[N′-(3-chlorophenyl)-N-piperazinyl]hexanoate (10.3 g) as a clear oil.

후처리

  1. temperaturethe mixture heated
  2. temperatureat reflux for 4 hours
  3. washwashed with water (2×100 ml), brine (100 ml)
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated to dryness
  7. customThe residue obtained
  8. customwas purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-0dcef08f389c4c03a153929326d5e18b
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476029B2

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