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

HRID 845151

反応式

HRID 845151 の反応式
[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

参加物

8

反応物 6

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-89680fd193a64abe9bc773ae75999074
出典データセット
uspto-grants-1988_07
特許番号
US04755599

関連ノート

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