Tosylmethyl isocyanide → 5-[5-Bromo-3-methoxy-2-(2-trimethylsilanylethoxymethoxy)-phenyl]oxazole

HRID 12295

反応式

HRID 12295 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([O:19][CH3:20])[C:5]([O:10][CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:18])([CH3:17])[CH3:16])=[C:6]([CH:9]=1)[CH:7]=[O:8].C1(C)C=CC(S([CH2:30][N+:31]#[C-:32])(=O)=O)=CC=1>CO>[Br:1][C:2]1[CH:3]=[C:4]([O:19][CH3:20])[C:5]([O:10][CH2:11][O:12][CH2:13][CH2:14][Si:15]([CH3:16])([CH3:18])[CH3:17])=[C:6]([C:7]2[O:8][CH:32]=[N:31][CH:30]=2)[CH:9]=1

参加物

4

反応物 2

HCID 161915Tosylmethyl isocyanideHCID 860709695-Bromo-3-methoxy-2-(2-trimethylsilanylethoxymethoxy)benzaldehyde

生成物 1

HCID 686811785-[5-Bromo-3-methoxy-2-(2-trimethylsilanylethoxymethoxy)-phenyl]oxazole

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

1 g of 5-bromo-3-methoxy-2-(2-trimethylsilanylethoxymethoxy)benzaldehyde and 0.54 g of p-toluenesulfonylmethyl isocyanide are dissolved in 40 ml of methanol, 0.38 g of o-potassiumcarbonate is added in portions, and the reaction mixture is heated to reflux for 18 h. The solvent is then distilled off, and the crude product is purified by silica gel chromatography (ethyl acetate/heptane).

後処理

  1. temperaturethe reaction mixture is heated
  2. temperatureto reflux for 18 h
  3. distillationThe solvent is then distilled off
  4. customthe crude product is purified by silica gel chromatography (ethyl acetate/heptane)

出典と根拠

ORDレコード
ord-552dac4e3cd44625bf490bacd309abfc
出典データセット
uspto-grants-2010_06
特許番号
US07727989B2

関連ノート

読み込み中…