Water → Ethanamine, N,N-dimethyl-2-(2-(2-phenylethyl)phenoxy)-, hydrochloride

HRID 2285533

반응식

HRID 2285533 반응식
[H-].[Li+].[OH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Cl:18][CH2:19][CH2:20][N:21]([CH3:23])[CH3:22].O>C1(C)C=CC=CC=1>[ClH:18].[CH3:22][N:21]([CH3:23])[CH2:20][CH2:19][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 79012-Chloro-N,N-dimethylethylamineHCID 62714Lithium hydrideHCID 27490412-(2-Phenylethyl)phenol

생성물 1

HCID 3055342Ethanamine, N,N-dimethyl-2-(2-(2-phenylethyl)phenoxy)-, hydrochloride수율 95.1%

시약·촉매·용매 1

HCID 1140Toluene용매3회

실험 절차

To a suspension of 1.0 g of lithium hydride in 30 ml of toluene was added dropwise a solution of 3.96 g of 2-hydroxybibenzyl in 30 ml of toluene at room temperature over 5 minutes. The mixture was heated under reflux for 30 minutes, a solution of 6.45 g of 2-chloro-N,N-dimethylethylamine in 20 ml of toluene added dropwise under reflux over 5 minutes and then reflux was continued for an additional 2 hours. The reaction mixture was cooled to room temperature, and to this was added 50 ml of water. The toluene layer was separated, washed twice with water, dried over anhydrous sodium sulfate and then the toluene distilled off in vacuo. The residue was dissolved in ethyl ether, and then 20% ethanolic hydrogen chloride solution was added. The resulting precipitate was collected by filtration and recrystallized from ethanol-ether to give 5.81 g (95% yield) of 2-(2-dimethylaminoethoxy)bibenzyl hydrochloride, m.p. 172°-173° C.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. temperatureunder reflux over 5 minutes
  4. temperaturereflux
  5. customThe toluene layer was separated
  6. washwashed twice with water
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationthe toluene distilled off in vacuo
  9. dissolutionThe residue was dissolved in ethyl ether
  10. addition20% ethanolic hydrogen chloride solution was added
  11. filtrationThe resulting precipitate was collected by filtration
  12. customrecrystallized from ethanol-ether

출처 및 근거

ORD 기록
ord-114f5e4a4e4648919290024ec4d115b4
출처 데이터셋
uspto-grants-1982_04
특허 번호
US04323568

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