Triphenylphosphine → 4-[2-(2-Morpholin-4-yl-ethoxy)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester

HRID 456439

반응식

HRID 456439 반응식
N(C(OC(C)C)=O)=NC(OC(C)C)=O.[C:15]([O:19][C:20]([N:22]1[CH2:27][CH2:26][N:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[OH:34])[CH2:24][CH2:23]1)=[O:21])([CH3:18])([CH3:17])[CH3:16].[N:35]1([CH2:41][CH2:42]O)[CH2:40][CH2:39][O:38][CH2:37][CH2:36]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1COCC1>[C:15]([O:19][C:20]([N:22]1[CH2:23][CH2:24][N:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=2[O:34][CH2:42][CH2:41][N:35]2[CH2:40][CH2:39][O:38][CH2:37][CH2:36]2)[CH2:26][CH2:27]1)=[O:21])([CH3:18])([CH3:16])[CH3:17]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 611632-MorpholinoethanolHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 11543684Tert-butyl 4-(2-hydroxyphenyl)piperazine-1-carboxylate

생성물 1

HCID 184367644-[2-(2-Morpholin-4-yl-ethoxy)-phenyl]-piperazine-1-carboxylic acid tert-butyl ester수율 64%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

Diisopropyl azodicarboxylate (0.48 mL, 2.4 mmol) was added dropwise to a stirred solution of 4-(2-hydroxy-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (0.56 g, 2 mmol), 2-morpholin-4-yl-ethanol (0.24 mL, 2 mmol) and triphenylphosphine (0.63 g, 2.4 mmol) in THF (20 mL) cooled to 0° C. The resulting solution was warmed to r.t. and stirred for about 16 hours. The solvent was removed in vacuo and the residue purified by silica gel chromatography (ethyl acetate) to afford the final compound (0.50 g, 64%) as a clear oil

후처리

  1. temperatureThe resulting solution was warmed to r.t.
  2. customThe solvent was removed in vacuo
  3. customthe residue purified by silica gel chromatography (ethyl acetate)

출처 및 근거

ORD 기록
ord-a1e654ad91ad4cd192c716c8c40a3aaa
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07186715B2

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