Water → 3-(Dimethylamino)-1-phenylpropan-1-ol

HRID 326400

반응식

HRID 326400 반응식
[BH4-].[Na+].[CH3:3][N:4]([CH3:15])[CH2:5][CH2:6][C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8].O>CC(O)C.CO>[CH3:15][N:4]([CH3:3])[CH2:5][CH2:6][CH:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[OH:8]

참가 물질

6

반응물 3

HCID 962WaterHCID 770423-(Dimethylamino)-1-phenyl-1-propanoneHCID 4311764Sodium borohydride

생성물 1

HCID 1106653-(Dimethylamino)-1-phenylpropan-1-ol수율 97%

시약·촉매·용매 2

HCID 887Methanol용매HCID 3776Isopropanol용매

실험 절차

Sodium borohydride (6.7 g) was slowly added to a solution of 3-dimethylaminopropiophenone (15.5 g) in 2-propanol (125 ml) and methanol (25 ml). After two hrs, the reaction mixture was stirred with water and extracted with ethyl acetate-ether. The organic extract was washed with water and saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered, and the filtrate was evaporated to give 15.2 g (97%) of 3-dimethylamino-1-phenyl-1-propanol, as an oil. A solution of 3-dimethylamino-1-phenyl-1-propanol (15 g) in dimethylformamide (75 ml) was slowly added to a suspension of sodium hydride (60% oil-dispersion, washed with hexane, 5.5 g) in dimethylformamide (20 ml). A solution of 4-fluorobenzotrifluoride (18 g) in dimethylformamide (20 ml) was added. After two hrs, the reaction mixture was stirred with ice-water and extracted with ether. The ether extract was dried over anhydrous magnesium sulfate, filtered, and the filtrate was evaporated to provide 27 g (100%) of N,N-dimethyl-3-[ 4-(trifluoromethyl)phenoxy]benzenepropanamine.

후처리

  1. extractionextracted with ethyl acetate-ether
  2. extractionThe organic extract
  3. washwas washed with water and saturated sodium chloride solution
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customthe filtrate was evaporated

출처 및 근거

ORD 기록
ord-c116ac9c1a5a4dbfb7dc5d40171e8802
출처 데이터셋
uspto-grants-1993_12
특허 번호
US05268468

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