Triphenylphosphine → 2-[1-(4-Pyridyl)piperidin-4-ylmethoxy]aniline

HRID 346673

반응식

HRID 346673 반응식
[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:12][CH2:11][CH:10]([CH2:13][OH:14])[CH2:9][CH2:8]2)=[CH:3][CH:2]=1.C(OC([NH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1O)=O)(C)(C)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>O1CCCC1>[N:1]1[CH:6]=[CH:5][C:4]([N:7]2[CH2:8][CH2:9][CH:10]([CH2:13][O:14][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[NH2:22])[CH2:11][CH2:12]2)=[CH:3][CH:2]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 4935485N-Boc-2-aminophenolHCID 11310048(1-(Pyridin-4-YL)piperidin-4-YL)methanol

생성물 1

HCID 210802922-[1-(4-Pyridyl)piperidin-4-ylmethoxy]aniline수율 236.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-(4-pyridyl)piperidin-4-ylmethanol (357 mg) and 2-tert-butyloxycarbonylaminophenol (328 mg) in tetrahydrofuran (15 ml) was added triphenylphosphine (447 mg) followed by diethyl azodicarboxylate (0.27 ml). The mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated to a gum which was purified by column chromatography on silica eluting with methanol/dichloromethane (10:90) to give the tert-butyloxycarbonyl protected derivative of 2-[1-(4-pyridyl)piperidin-4-ylmethoxy]aniline (1.05 g);

후처리

  1. concentrationThe reaction mixture was concentrated to a gum which
  2. customwas purified by column chromatography on silica eluting with methanol/dichloromethane (10:90)

출처 및 근거

ORD 기록
ord-d422d900877642118b1fc47c2f655ce1
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07173025B1

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