(E)-5-Dimethylamino-1-phenyl-pent-1-en-3-one; hydrochloride → 5-(Dimethylamino)-3-hydroxy-1-phenyl-1-pentene

HRID 46492ノート

反応式

HRID 46492 の反応式
Cl.[CH3:2][N:3]([CH3:16])[CH2:4][CH2:5][C:6](=[O:15])[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)(O)[O-].[Na+].[BH4-].[Na+]>CO.O.O>[CH3:16][N:3]([CH3:2])[CH2:4][CH2:5][CH:6]([OH:15])[CH:7]=[CH:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

参加物

6

反応物 3

HCID 145789(E)-5-Dimethylamino-1-phenyl-pent-1-en-3-one; hydrochlorideHCID 516892Sodium BicarbonateHCID 4311764Sodium borohydride

生成物 1

HCID 545141025-(Dimethylamino)-3-hydroxy-1-phenyl-1-pentene収率 89.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 22242641Methanol--water (1/1)溶媒

実験手順

5-(Dimethylamino)-1-phenyl-1-penten-3-one, hydrochloride (1:1) (18.6 g, 0.078 mole) is dissolved in 200 ml 1:1 methanol-water. Sodium bicarbonate (2.0 g) is added, followed by the portionwise addition of NaBH4 (3.0 g) at 35° C. After addition, the reaction mixture is stirred for 2 hours at room temperature. This solution is diluted with 200 ml of water and organics are extracted with ether. The ether is dried with MgSO4, filtered and concentrated in vacuo to yield 14.3 g of product. IR consistent.

後処理

  1. additionAfter addition
  2. extractionorganics are extracted with ether
  3. dry with materialThe ether is dried with MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e03dceb46aca4a64826561499e8e0c0e
出典データセット
uspto-grants-1979_11
特許番号
US04173649

反応ノート

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