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

HRID 378809노트

반응식

HRID 378809 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b727a23478d945158ef4727038d67c27
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297196B1

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