Ethanol → 2-(4-(1-Hydroxyethyl)phenyl)-5-decyloxypyrimidine

HRID 274176

반응식

HRID 274176 반응식
C(O)C.C(Cl)(Cl)Cl.[C:8]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[N:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:19][N:18]=2)=[CH:13][CH:12]=1)(=[O:10])[CH3:9].[BH4-].[Na+]>O>[OH:10][CH:8]([C:11]1[CH:12]=[CH:13][C:14]([C:17]2[N:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[CH:19][N:18]=2)=[CH:15][CH:16]=1)[CH3:9]

참가 물질

6

반응물 4

HCID 702EthanolHCID 6212ChloroformHCID 4311764Sodium borohydrideHCID 196949012-(4-Acetylphenyl)-5-decyloxypyrimidine

생성물 1

HCID 214682802-(4-(1-Hydroxyethyl)phenyl)-5-decyloxypyrimidine수율 99.9%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixed solvent of 200 ml of ethanol and 100 ml of chloroform were added 35.5 g (0.1 mole) of 2-(4-acetylphenyl)-5-decyloxypyrimidine, and while maintaining the temperature at 30° to 35° C., 2.65 g (0.07 mole) of sodium borohydride were gradually added thereto. After stirring at the same temperature for 4 hours, the reaction mixture was poured into 500 ml of water and extracted with 400 ml of ethyl acetate. The organic phase was washed sufficiently, dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure to obtain 35.6 g (yield: 99.9%) of 2-{4-(1-hydroxyethyl)phenyl}-5-decyloxypyrimidine.

후처리

  1. temperaturewhile maintaining the temperature at 30° to 35° C.
  2. extractionextracted with 400 ml of ethyl acetate
  3. washThe organic phase was washed sufficiently
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-39cf154310904a01a5566707314467d7
출처 데이터셋
uspto-grants-1995_02
특허 번호
US05389293

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