Tetrahydrofuran → Benzyl 4-(2-hydroxyphenyl)piperazine-1-carboxylate

HRID 265902노트

반응식

HRID 265902 반응식
[N:1]1([C:7]2[CH:12]=[CH:11][C:10](O)=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(N(C(C)C)CC)(C)C.[CH2:23]([O:30][C:31](Cl)=[O:32])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.C1C[O:37]CC1>CCOC(C)=O>[CH2:23]([O:30][C:31]([N:4]1[CH2:5][CH2:6][N:1]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[OH:37])[CH2:2][CH2:3]1)=[O:32])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

참가 물질

6

반응물 4

HCID 8028TetrahydrofuranHCID 10387Benzyl chloroformateHCID 81531DiisopropylethylamineHCID 92467p-(1-Piperazinyl)phenol

생성물 1

HCID 19034142Benzyl 4-(2-hydroxyphenyl)piperazine-1-carboxylate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

반응 조건

온도
0 °C

실험 절차

4-Piperazinyl phenol (Schweizerhall, 5 g, 30.5 mmol) was dissolved in THF (150 mL), treated with diisopropylethylamine (12.2 mL, 70.0 mmol), and cooled to 0° C. Benzylchloroformate (4.4 mL, 30.5 mmol) was added and the reaction was allowed to warm to room temperature and stir overnight. The solution was diluted with EtOAc, washed with water and brine, dried over MgSO4, filtered and evaporated to give a brown oil. Column chromatography (SiO2, 40% EtOAc/hexanes) gave 28-2 as a white solid. Rf (40% EtoAc/hexanes) 0.34.

후처리

  1. temperatureto warm to room temperature
  2. washwashed with water and brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. customto give a brown oil

출처 및 근거

ORD 기록
ord-87ec6e79614e406cac5ae73afa6d6f1a
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05648368

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