Hydrochloric Acid → 1-[2-Hydroxy-2-(5-phenyl-1,2-oxazol-3-yl)ethyl]piperidin-4-ol

HRID 1580051노트

반응식

HRID 1580051 반응식
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([CH2:8][C:9]([C:11]2[CH:15]=[C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[O:13][N:12]=2)=[O:10])[CH2:4][CH2:3]1.[BH4-].[Na+].Cl>CCOCC.C(O)C>[OH:10][CH:9]([C:11]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:13][N:12]=1)[CH2:8][N:5]1[CH2:4][CH2:3][CH:2]([OH:1])[CH2:7][CH2:6]1

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 13034601HCID 13034601, 화합물

생성물 1

HCID 30434821-[2-Hydroxy-2-(5-phenyl-1,2-oxazol-3-yl)ethyl]piperidin-4-ol

시약·촉매·용매 2

HCID 702Ethanol용매HCID 3283Diethyl Ether용매

실험 절차

To a solution of 3-(4-hydroxypiperidino)acetyl-5-phenylisoxazole (25 mg) in ether (10 ml) is added a solution of sodium borohydride (15 mg) in ethanol (1.0 ml) with stirring and then the mixture is stirred for 1 hour. After being cooled, the mixture is acidified with a dilute hydrochloric acid and evaporated under reduced pressure. To the residue is added water and the solution is made alkaline with an aqueous solution of potassium hydroxide, then extracted with chloroform. After removal of the solvent, the residue is subjected to a chromatography using silica gel to give crystalline 3-[1-hydroxy-2-(4-hydroxypiperidino) ethyl]-5-phenylisoxazole. Recrystallization from a mixture of ethyl acetate and hexane gives colorless prisms (20 mg) melting at 117-119°C.

후처리

  1. stirringthe mixture is stirred for 1 hour
  2. temperatureAfter being cooled
  3. customevaporated under reduced pressure
  4. additionTo the residue is added water
  5. extractionextracted with chloroform
  6. customAfter removal of the solvent

출처 및 근거

ORD 기록
ord-7d91a91b6eeb4bf3b0489b36bb5cd174
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03932426

반응 노트

불러오는 중…