Sodium Hydroxide → 3-(Dimethylamino)-1-(2-thienyl)-1-propanol

HRID 1031993ノート

反応式

HRID 1031993 の反応式
Cl.[CH3:2][N:3]([CH3:13])[CH2:4][CH2:5][C:6]([C:8]1[S:9][CH:10]=[CH:11][CH:12]=1)=[O:7].[OH-].[Na+].[BH4-].[Na+]>CO.O>[CH3:13][N:3]([CH3:2])[CH2:4][CH2:5][CH:6]([C:8]1[S:9][CH:10]=[CH:11][CH:12]=1)[OH:7]

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 28768913-(Dimethylamino)-1-(thiophen-2-yl)propan-1-one hydrochlorideHCID 4311764Sodium borohydride

生成物 1

HCID 115864093-(Dimethylamino)-1-(2-thienyl)-1-propanol収率 90%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of 3-dimethylamino-1-(2-thienyl)-1-propanone hydrochloride (70.0 g, 0.34 mol) in 840 ml of methanol and 420 ml of water at about 0° C. was added 5N sodium hydroxide until the solution was slightly basic. To the resulting solution was added sodium borohydride (12.9 g., 0.34 mol) in portions. The mixture was allowed to warm to room temperature overnight. The methanol was removed in vacuo and the remaining solution was diluted with water. The solution was extracted with diethyl ether, and the solution was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo to provide 56.7 g of colorless crystals. Recrystallization of the crystals from hexanes gave 49.24 g (78%) of the title compound as colorless crystals mp=72° C.-74° C.

後処理

  1. customThe methanol was removed in vacuo
  2. additionthe remaining solution was diluted with water
  3. extractionThe solution was extracted with diethyl ether
  4. washthe solution was washed with a saturated sodium chloride solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-523cc4084ed64cca9b3dcca9532e11ad
出典データセット
uspto-grants-1990_09
特許番号
US04956388

反応ノート

読み込み中…