Acetyl chloride → 1-(6-Bromonaphthalen-2-yl)ethanone

HRID 55755

反応式

HRID 55755 の反応式
[Br:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=1.[C:12](Cl)(=[O:14])[CH3:13].[Al+3].[Cl-].[Cl-].[Cl-]>[N+](C1C=CC=CC=1)([O-])=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([C:12](=[O:14])[CH3:13])[CH:6]=[CH:5]2

参加物

5

反応物 3

HCID 6367Acetyl chlorideHCID 113722-BromonaphthaleneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 124330821-(6-Bromonaphthalen-2-yl)ethanone収率 45.2%

試薬・触媒・溶媒 1

HCID 7416Nitrobenzene溶媒

反応条件

温度
100 °C

実験手順

A mixture of 2-bromonaphthalene (41.4 g, 200 mmol), acetyl chloride (11.3 mL, 160 mmol), nitrobenzene (250 mL) and AlCl3 (28 g, 210 mmol) was stirred for 4 hours at 100° C. (oil bath temperature). The resulting reaction mixture was cooled, poured onto ice/water (100 mL) and filtered. The filtrate was washed with water (100 mL). The solvent (nitrobenzene) was removed by distillation. The resulting residue was crystallized from hexane to afford 18 g of desired product (36% yield).

後処理

  1. customThe resulting reaction mixture
  2. temperaturewas cooled
  3. additionpoured onto ice/water (100 mL)
  4. filtrationfiltered
  5. washThe filtrate was washed with water (100 mL)
  6. customThe solvent (nitrobenzene) was removed by distillation
  7. customThe resulting residue was crystallized from hexane

出典と根拠

ORDレコード
ord-b60eeb7c6fab4f59b90f53646531cecb
出典データセット
uspto-grants-2016_09
特許番号
US09433609B2

関連ノート

読み込み中…