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

HRID 130478

反応式

HRID 130478 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-b85e87cf6bf74ca8bdaa5cf2c0e17b8f
出典データセット
uspto-grants-2008_06
特許番号
US07381750B2

関連ノート

読み込み中…