Sulfuric Acid → 4-Bromo-1H-indene

HRID 1772395ノート

反応式

HRID 1772395 の反応式
[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][CH:6]2O.S(=O)(=O)(O)O>O>[Br:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][CH2:6]2

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 133302084-Bromo-1-indanol

生成物 1

HCID 156376244-Bromo-1H-indene収率 69.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Compound 3 (150 g, 704 mmol, 1 equiv) was suspended in a mixture of concentrated sulfuric acid (250 mL) and water (1.25 L). The mixture was refluxed overnight. The reaction was cooled and extracted with 1.5 L of dichloromethane. The organic layer was washed with saturated sodium bicarbonate (1.5 L), dried over sodium sulfate, and concentrated under reduced pressure. The residue was purified over silica gel (800 g), eluting with heptanes to give compound 4 (95 g, 69% yield) as a light yellow oil.

後処理

  1. temperatureThe mixture was refluxed overnight
  2. temperatureThe reaction was cooled
  3. extractionextracted with 1.5 L of dichloromethane
  4. washThe organic layer was washed with saturated sodium bicarbonate (1.5 L)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified over silica gel (800 g)
  8. washeluting with heptanes

出典と根拠

ORDレコード
ord-65f53032bd824850ae022e8038dbe5a2
出典データセット
uspto-grants-2016_02
特許番号
US09249239B2

反応ノート

読み込み中…