Bromine → 5-Bromo-8-methoxy-2-methylquinoline

HRID 2393084ノート

反応式

HRID 2393084 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[C:10]([CH3:13])[CH:9]=[CH:8]2.[Br:14]Br>CO>[Br:14][C:6]1[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[C:12]2[C:7]=1[CH:8]=[CH:9][C:10]([CH3:13])=[N:11]2

参加物

4

反応物 2

HCID 24408BromineHCID 3169868-Methoxy-2-Methylquinoline

生成物 1

HCID 47150215-Bromo-8-methoxy-2-methylquinoline

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
45 °C

実験手順

A solution of 8-methoxy-2-methylquinoline (1.0 g) in methanol (30 ml) was treated at room temperature with bromine (0.31 ml). The mixture was heated at 45° C. for 2 hours and the reaction quenched with 5% aqueous sodium metabisulphite (50 ml). The solution was basified with 25% aqueous sodium hydroxide to pH13 and the product extracted with ethyl acetate (2×100 ml). The extracts were combined, dried over magnesium sulphate, filtered and the filtrate evaporated in vacuo. The residue was dissolved in ethyl acetate and passed through a silica pad. The solution was evaporated in vacuo to yield the desired product as an off-white solid (0.43 g).

後処理

  1. customthe reaction quenched with 5% aqueous sodium metabisulphite (50 ml)
  2. extractionthe product extracted with ethyl acetate (2×100 ml)
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customthe filtrate evaporated in vacuo
  6. dissolutionThe residue was dissolved in ethyl acetate
  7. customThe solution was evaporated in vacuo

出典と根拠

ORDレコード
ord-f7019cba75f449349a0c7c8c68bde685
出典データセット
uspto-grants-1998_09
特許番号
US05804588

反応ノート

読み込み中…