Hydrochloric Acid → 2-Dimethylaminomethyl-6-(4-methoxyphenyl)-cyclohexanone

HRID 1794270

반응식

HRID 1794270 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]2=[O:15])=[CH:5][CH:4]=1.C(Cl)CCl.[CH3:20][NH2+:21][CH3:22].[C:23](Cl)(=O)C.Cl.ClCCl.[OH-].[Na+]>C(#N)C.CCOCC>[CH3:20][N:21]([CH2:23][CH:11]1[CH2:12][CH2:13][CH2:14][CH:9]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)[C:10]1=[O:15])[CH3:22]

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 2542922-(4-Methoxyphenyl)cyclohexanoneHCID 23721229Sodium hydroxide methylene chlorideHCID 86759962Dimethylammonium ethylene chloride

생성물 1

HCID 222217022-Dimethylaminomethyl-6-(4-methoxyphenyl)-cyclohexanone

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6342Acetonitrile용매

실험 절차

200 g (0.98 mole) of 2-(4-methoxyphenyl)-cyclohexanone from stage 2 and 91 g (1 mole) of dimethylammonium ethylene chloride were stirred in 1000 ml of dry acetonitrile at room temperature. After addition of 1 ml of acetyl chloride the reaction mixture was stirred for a further 3 hours at room temperature, a colourless, clear solution being formed. 2000 ml of dry ether were then added dropwise to the reaction mixture and the hydrochloride crystallised out. 160 g (56% of theory) of colourless crystals were obtained. The base was freed from the hydrochloride with dichloromethane/sodium hydroxide and, after drying the solution, the dichloromethane was removed by distillation.

후처리

  1. customa colourless, clear solution being formed
  2. customthe hydrochloride crystallised out
  3. custom160 g (56% of theory) of colourless crystals were obtained
  4. customafter drying the solution
  5. customthe dichloromethane was removed by distillation

출처 및 근거

ORD 기록
ord-076aa9037c4042dd83e48041a6387a23
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07022739B2

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