4-Hydroxybenzaldehyde → 3-[(4-Formylphenoxy)methyl]benzonitrile

HRID 130478

반응식

HRID 130478 반응식
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[C:6]#[N:7].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O[C:31]1[CH:38]=[CH:37][C:34]([CH:35]=[O:36])=[CH:33][CH:32]=1.N(C(OCC)=O)=NC(OCC)=O>C1COCC1>[CH:35]([C:34]1[CH:37]=[CH:38][C:31]([O:1][CH2:2][C:3]2[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=2)[C:6]#[N:7])=[CH:32][CH:33]=1)=[O:36]

참가 물질

6

반응물 4

HCID 1264-HydroxybenzaldehydeHCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 27346773-(Hydroxymethyl)benzonitrile

생성물 1

HCID 176086763-[(4-Formylphenoxy)methyl]benzonitrile수율 58%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 3-(Hydroxymethyl)benzonitrile (1.1 equiv), triphenylphosphine (1.1 equiv), and 4-Hydroxybenzaldehyde (1 equiv) in dry THF was added dropwise Diethyl azodicarboxilate (DEAD) (1.4 equiv). The reaction mixture stirred at room temperature overnight. The reaction was monitored by TLC. The solvent was removed under vacuum. It was purified by silica gel chromatography using Hexane:Ethyl acetate (3:1) to afford the title compound as a white solid.

후처리

  1. customThe solvent was removed under vacuum
  2. customIt was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-b85e87cf6bf74ca8bdaa5cf2c0e17b8f
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381750B2

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