Hydrochloric Acid → 5,8-Dimethyl-6-bromothiochroman-4-one

HRID 378809ノート

反応式

HRID 378809 の反応式
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]2[C:3]=1[C:4](=[O:13])[CH2:5][CH2:6][S:7]2.[Cl-].[Al+3].[Cl-].[Cl-].[Br:18]Br.Cl>C(Cl)Cl>[Br:18][C:11]1[C:2]([CH3:1])=[C:3]2[C:8](=[C:9]([CH3:12])[CH:10]=1)[S:7][CH2:6][CH2:5][C:4]2=[O:13]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 24408BromineHCID 6451240Aluminum(III) ChlorideHCID 216965945,8-Dimethyl-3,4-dihydro-2H-1-benzothiopyran-4-one

生成物 1

HCID 152784955,8-Dimethyl-6-bromothiochroman-4-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

66.5 g (0.35 mol) of 5,8-dimethyl-4-thiochromanone, together with 118 g (0.87 mol) of aluminum chloride, were dissolved or suspended in 600 ml of methylene chloride. After 15 min of stirring, 62.2 g (0.39 mol) of bromine were slowly added dropwise, and the reaction mixture was subsequently boiled under reflux for 10 min. The reaction mixture, which was still warm, was poured into 220 ml of conc. hydrochloric acid in crushed ice. The mixture was stirred for 10 min, the methylene chloride phase was separated off and the aqueous phase was extracted with diethyl ether (3×400 ml). The combined organic phases were washed with water, dried over MgSO4 and concentrated using a rotary evaporator.

後処理

  1. temperatureunder reflux for 10 min
  2. temperatureThe reaction mixture, which was still warm
  3. stirringThe mixture was stirred for 10 min
  4. customthe methylene chloride phase was separated off
  5. extractionthe aqueous phase was extracted with diethyl ether (3×400 ml)
  6. washThe combined organic phases were washed with water
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated
  9. customa rotary evaporator

出典と根拠

ORDレコード
ord-b727a23478d945158ef4727038d67c27
出典データセット
uspto-grants-2001_10
特許番号
US06297196B1

反応ノート

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