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

HRID 27057

反応式

HRID 27057 の反応式
[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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒3 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-63c4908e65fa4f2d8afcdfd079ecea39
出典データセット
uspto-grants-1980_09
特許番号
US04220603

関連ノート

読み込み中…