Sodium Hydroxide → 2-Bromo-4,5,6,7-tetrahydro-1-benzothiophen-4-one

HRID 590526ノート

反応式

HRID 590526 の反応式
[S:1]1[CH:5]=[CH:4][C:3]2[C:6](=[O:10])[CH2:7][CH2:8][CH2:9][C:2]1=2.[Br:11]Br.[OH-].[Na+]>C(O)(=O)C.O>[Br:11][C:5]1[S:1][C:2]2[CH2:9][CH2:8][CH2:7][C:6](=[O:10])[C:3]=2[CH:4]=1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 24408BromineHCID 834184,5,6,7-Tetrahydro-4-oxothionaphthene

生成物 1

HCID 6160702-Bromo-4,5,6,7-tetrahydro-1-benzothiophen-4-one収率 96%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

6,7-Dihydro-4-Benzo[B]thiophenone (1.5 g, 9.86 mmol) was dissolved in acetic acid (10 mL) and water (10 mL). The mixture was cooled to 0° C. and bromine (0.51 mL, 9.86 mmol) was added drop-wise. After 20 min at 0° C. the reaction was warmed to room temperature and stirred for 18 hr. The reaction mixture was cooled in ice and then treated with 1 M aqueous sodium hydroxide solution until the mixture was basic. A precipitate formed which was collected by filtration, washed with water and dried in a vacuum oven at 50° C. to afford the title compound as a grey solid (2.1 g, 96%).

後処理

  1. temperatureAfter 20 min at 0° C. the reaction was warmed to room temperature
  2. temperatureThe reaction mixture was cooled in ice
  3. customA precipitate formed which
  4. filtrationwas collected by filtration
  5. washwashed with water
  6. customdried in a vacuum oven at 50° C.

出典と根拠

ORDレコード
ord-5baf4a49a1984e8ea1c043f53543fafe
出典データセット
uspto-grants-2016_01
特許番号
US09233982B2

反応ノート

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