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

HRID 46492노트

반응식

HRID 46492 반응식
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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 22242641Methanol--water (1/1)용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-e03dceb46aca4a64826561499e8e0c0e
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04173649

반응 노트

불러오는 중…