N-bromobutanimide → 5-Bromo-7-bromomethylbenzofuran

HRID 1584771ノート

反応式

HRID 1584771 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH3:11])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1.[Br:12]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(Cl)(Cl)Cl.[W].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([CH2:11][Br:12])[C:5]2[O:9][CH:8]=[CH:7][C:6]=2[CH:10]=1

参加物

7

反応物 2

HCID 67184N-bromobutanimideHCID 111066535-Bromo-7-methylbenzofuran

生成物 1

HCID 196085405-Bromo-7-bromomethylbenzofuran収率 113.1%

試薬・触媒・溶媒 4

HCID 7187Benzoyl Peroxide触媒2 回HCID 23964Tungsten触媒HCID 5943Carbon Tetrachloride溶媒HCID 6212Chloroform溶媒

実験手順

A mixture of 5-bromo-7-methyl-benzofuran (1.01 g), N-bromosuccinimide (1.04 g) and benzoyl peroxide (58 mg) in carbon tetrachloride (10 ml) was heated at reflux for 4 h under a 250 W tungsten lamp. A further portion of benzoyl peroxide (58 mg) was added and heating and irradiation continued for a total of 9 h. The reaction mixture was allowed to cool, diluted with chloroform (30 ml) and washed with 2N sodium hydroxide (40 ml) and then brine (40 ml). The organic phase was dried, filtered and the filtrate evaporated in vacuo to give the title compound as a brown oil (1.57 g).

後処理

  1. temperaturewas heated
  2. temperatureheating
  3. customirradiation
  4. customcontinued for a total of 9 h
  5. temperatureto cool
  6. washwashed with 2N sodium hydroxide (40 ml)
  7. customThe organic phase was dried
  8. filtrationfiltered
  9. customthe filtrate evaporated in vacuo

出典と根拠

ORDレコード
ord-cfb06f118b2846c5987f3d1a1c9fc2da
出典データセット
uspto-grants-1999_08
特許番号
US05935972

反応ノート

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