4-Hydroxybenzaldehyde → 4-(1-Acetylpiperidin-4-yloxy)benzaldehyde

HRID 591710노트

반응식

HRID 591710 반응식
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8](=[O:10])[CH3:9])[CH2:4][CH2:3]1.O[C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>C1COCC1>[C:8]([N:5]1[CH2:6][CH2:7][CH:2]([O:1][C:12]2[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=2)[CH2:3][CH2:4]1)(=[O:10])[CH3:9]

참가 물질

6

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 107492911-(4-Hydroxypiperidin-1-yl)ethan-1-one

생성물 1

HCID 230875244-(1-Acetylpiperidin-4-yloxy)benzaldehyde

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-(4-hydroxy-piperidin-1-yl)-ethanone (1.00 g, 6.90 mmol), 4-hydroxybenzaldehyde (0.854 g, 6.90 mmol) and triphenylphosphine (1.83 g, 6.90 mmol) in THF (10 mL) was added dropwise diisopropyl azodicarboxylate (DIAD) (1.41 g, 6.90 mmol). The reaction mixture was stirred at room temperature for 16 hours, THF was evaporated, and the residue was purified by column chromatography, using dichloromethane:ethyl acetate:methanol (1:2:0.05) as eluent, to give 4-(1-acetyl-piperidin-4-yloxy)-benzaldehyde. Yield: 0.40 g (23%).

후처리

  1. customTHF was evaporated
  2. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-965e33a22ff849faace415dd0cc2be03
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238640B2

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