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N,N-Dimethylaminoethyl chloride hydrochloride → 2-[1-(4-chlorophenyl)-1-(3-dimethylamino-4-methoxymethoxyphenyl)methoxy]-N,N-dimethylethanamine

HRID 1032947
ノート
印刷プレビュー

反応式

HRID 1032947 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][O:18][CH3:19])=[C:12]([N:20]([CH3:22])[CH3:21])[CH:11]=2)[OH:9])=[CH:4][CH:3]=1.Cl.[CH3:24][N:25]([CH3:29])[CH2:26][CH2:27]Cl>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC.C(Cl)Cl.[OH-].[Na+].O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH2:17][O:18][CH3:19])=[C:12]([N:20]([CH3:21])[CH3:22])[CH:11]=2)[O:9][CH2:27][CH2:26][N:25]([CH3:29])[CH3:24])=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 2

HCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 190269591-(4-Chlorophenyl)-1-(3-dimethylamino-4-methoxymethoxyphenyl)methanol

生成物 1

HCID 190269862-[1-(4-chlorophenyl)-1-(3-dimethylamino-4-methoxymethoxyphenyl)methoxy]-N,N-dimethylethanamine

試薬・触媒・溶媒 4

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 962Water
溶媒
HCID 6344Dichloromethane溶媒
HCID 14798Sodium Hydroxide溶媒

実験手順

A solution of the compound (1) (1.37 g, 4.26 mmol), 2-(dimethylamino)ethylchloride hydrochloride (1.84 g, 12.3 mmol) and tetrabutylammonium hydrogensulfate (145 mg, 0.43 mmol) in methylene chloride (8.5 ml) and 4N sodium hydroxide (8.5 ml) was stirred under nitrogen atmosphere at room temperature for about 60 hours. The reaction mixture was diluted with water, extracted with methylene chloride, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by column chromatography on silica gel to recover the compound (1) (60% recovery) and to give the title compound (2). Yield 0.45 g (30%).

後処理

  1. extractionextracted with methylene chloride
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customevaporated
  4. customThe residue was purified by column chromatography on silica gel
  5. customto recover the compound (1) (60% recovery)

出典と根拠

ORDレコード
ord-c323d034d6f44979948b195a476cb57f
出典データセット
uspto-grants-1994_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05308840

反応ノート

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