Hydrochloric Acid → 1-Cyclohexyl-4-dimethylamino-2-phenyl-2-buten-1-ol

HRID 845151

반응식

HRID 845151 반응식
[CH3:1][N:2]([CH3:13])[CH:3]=[CH:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=O.P(Cl)(Cl)(Cl)=O.Cl[C:20]1[CH:25]=[CH:24][C:23](S)=[CH:22][CH:21]=1.C([BH3-])#N.[Na+].Cl.[CH2:32]([OH:34])C>C(OCC)C>[CH:20]1([CH:32]([OH:34])[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:4][CH2:3][N:2]([CH3:13])[CH3:1])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

참가 물질

8

반응물 6

HCID 313Hydrochloric AcidHCID 702EthanolHCID 7815p-ChlorothiophenolHCID 24813Phosphorus oxychlorideHCID 3534603-(Dimethylamino)-1-phenyl-2-propen-1-oneHCID 5003444Sodium cyanoborohydride

생성물 1

HCID 538458471-Cyclohexyl-4-dimethylamino-2-phenyl-2-buten-1-ol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

By using a method similar to that described in Example 35, but starting from 3-dimethylaminoacrylophenone (5 g), phosphorus oxychloride (2.5 cc), p-chlorothiophenol (4.13 g) and sodium cyanoborohydride (1 g), and after evaporating the reaction mixture under reduced pressure (2.7 kPa) at 40° C., a residue is obtained, which is dissolved in ethanol (50 cc). A 3N solution (12 cc) of hydrochloric acid gas in ethyl ether is added to this solution. The precipitate formed is separated off by filtration and then recrystallised from ethanol (70 cc). In this way 3-(4-chlorophenylthio)-1-dimethylamino-3-phenylthio-2-propene (Z) hydrochloride (3.4 g) is obtained in the form of a white powder melting at 226° C.

후처리

  1. customafter evaporating the reaction mixture under reduced pressure (2.7 kPa) at 40° C.
  2. customa residue is obtained
  3. customThe precipitate formed
  4. customis separated off by filtration
  5. customrecrystallised from ethanol (70 cc)

출처 및 근거

ORD 기록
ord-89680fd193a64abe9bc773ae75999074
출처 데이터셋
uspto-grants-1988_07
특허 번호
US04755599

연결된 노트

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