Dicyclohexylcarbodiimide → 3-Dimethylamino-1,1-diphenyl-propan-2-ol

HRID 436947ノート

反応式

HRID 436947 の反応式
[CH3:1][N:2]([CH3:19])[CH2:3][CH:4]([OH:18])[CH:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Cl.[CH2:21]([N:23]([CH2:30][CH3:31])[CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])[CH3:22].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[CH2:30]([N:23]([CH2:21][CH3:22])[CH2:24][CH2:25][CH2:26][C:27]([O-:29])=[O:28])[CH3:31].[CH3:19][N:2]([CH3:1])[CH2:3][CH:4]([OH:18])[CH:5]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

6

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 125491223-Dimethylamino-1,1-diphenyl-propan-2-olHCID 137955394-(Diethylamino)butanoic acid hydrochloride

生成物 2

HCID 125491223-Dimethylamino-1,1-diphenyl-propan-2-olHCID 203090674-Diethylaminobutyrate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of 3-dimethylamino-1,1-diphenyl-propan-2-ol (2.55 g.), 4-diethylaminobutyric acid hydrochloride (1.95 g.) and dicyclohexylcarbodiimide (2.1 g.) in dichloromethane (50 ml.) was stirred at room temperature for 5 days. Dicyclohexylurea was filtered off and the filtrate concentrated. The residue was dissolved in dilute hydrochloric acid and ether. The acid extract was basified; isolation through ether in the normal manner gave an oil which was chromatographed as alumina (200 g.). Elution with progressively graded mixtures of light petroleum and ether gave the 4-diethylaminobutyrate of 3-dimethylamino-1,1-diphenyl-propan-2-ol isolated as the dihydrochloride (41%) as a glass.

後処理

  1. filtrationDicyclohexylurea was filtered off
  2. concentrationthe filtrate concentrated
  3. dissolutionThe residue was dissolved in dilute hydrochloric acid
  4. extractionThe acid extract
  5. customisolation through ether in the normal manner gave an oil which
  6. customwas chromatographed as alumina (200 g.)
  7. washElution with progressively graded mixtures of light petroleum and ether

出典と根拠

ORDレコード
ord-e3cd0594be4744aa8d0ddb019b28ca0d
出典データセット
uspto-grants-1977_06
特許番号
US04028415

反応ノート

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