Benzoyl Peroxide → 4,6-Dibromoisochroman-1-one

HRID 1466110ノート

反応式

HRID 1466110 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[O:7][CH2:6][CH2:5]2.[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:13][CH:5]1[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Br:1])[CH:3]=2)[C:8](=[O:12])[O:7][CH2:6]1

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 441308436-bromo-3,4-dihydro-1H-2-benzopyran-1-one

生成物 1

HCID 675174614,6-Dibromoisochroman-1-one

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

6-Bromo-3,4-dihydro-1H-isochromen-1-one (3.0 g, 13 mmol) was dissolved in CCl4 (150 ml) then added N-bromosuccinimide (2.4 g, 13 mmol) followed by benzoyl peroxide (0.096 g, 0.40 mmol) and refluxed for 3 hours. Filtered and concentrated then chromatographed through a 120 g ISCO Redi-sep. column and eluted with 0-25% EtOAc/Hexane to yield the title compound. LC-MS (IE, m/z): 306.9 [M+1]+.

後処理

  1. temperaturerefluxed for 3 hours
  2. filtrationFiltered
  3. concentrationconcentrated
  4. customthen chromatographed through a 120 g ISCO Redi-sep
  5. washcolumn and eluted with 0-25% EtOAc/Hexane

出典と根拠

ORDレコード
ord-b054f1a1f7214a609cac4872b6b8f286
出典データセット
uspto-grants-2015_04
特許番号
US08999990B2

反応ノート

読み込み中…