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

HRID 265902ノート

反応式

HRID 265902 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-87ec6e79614e406cac5ae73afa6d6f1a
出典データセット
uspto-grants-1997_07
特許番号
US05648368

反応ノート

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