3,4-Dimethoxybenzeneacetonitrile → (z)-2-(3,4-Dimethoxy-phenyl)-3-(3-ethoxy-4-hydroxy-phenyl)-acrylonitrile

HRID 2222334ノート

反応式

HRID 2222334 の反応式
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12]COCCOC)[CH:7]=O)[CH3:2].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:24][C:25]#[N:26]>>[CH3:19][O:20][C:21]1[CH:22]=[C:23](/[C:24](=[CH:7]/[C:6]2[CH:9]=[CH:10][C:11]([OH:12])=[C:4]([O:3][CH2:1][CH3:2])[CH:5]=2)/[C:25]#[N:26])[CH:27]=[CH:28][C:29]=1[O:30][CH3:31]

参加物

3

反応物 2

HCID 667273,4-DimethoxybenzeneacetonitrileHCID 87761353HCID 87761353、化合物

生成物 1

HCID 10448983(z)-2-(3,4-Dimethoxy-phenyl)-3-(3-ethoxy-4-hydroxy-phenyl)-acrylonitrile収率 37.7%

実験手順

The hydroxyl group of 3-ethoxy-4-hydroxybenzaldehyde (2.0 g) was protected by use of 2-methoxyethoxymethyl chloride (1.5 g) in accordance with (production process 1), to thereby produce 3-ethoxy-4-methoxyethoxymethoxybenzaldehyde (2.8 g, yield: 91%). The thus-produced 3-ethoxy-4-methoxyethoxymethoxybenzaldehyde (2.8 g) and 3,4-dimethoxybenzyl cyanide (2.0 g) were subjected to condensation in accordance with process A of (production process 2), to thereby yield an MEM form of the target product. Subsequently, the protective group was removed from the MEM form in accordance with (production process 3), to thereby produce the target product (1.35 g, yield: 37%).

後処理

  1. customto thereby yield an MEM form of the target product
  2. customSubsequently, the protective group was removed from the MEM form in accordance with (production process 3)

出典と根拠

ORDレコード
ord-57b98e096a814287923c6713da48c270
出典データセット
uspto-grants-2008_05
特許番号
US07371773B2

反応ノート

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