Hydrochloric Acid → 4-[2-(2,3-Dimethoxyphenyl)-1-hydroxyethyl]pyridine Hydrochloride

HRID 612495노트

반응식

HRID 612495 반응식
[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:11][C:12]([C:14]1[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=1)=[O:13].[BH4-].[Na+].O.[ClH:23]>CCO>[ClH:23].[CH3:1][O:2][C:3]1[C:8]([O:9][CH3:10])=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:11][CH:12]([C:14]1[CH:15]=[CH:16][N:17]=[CH:18][CH:19]=1)[OH:13]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 4311764Sodium borohydrideHCID 195954432-(2,3-Dimethoxyphenyl)-1-(4-pyridinyl)ethanone

생성물 1

HCID 195954564-[2-(2,3-Dimethoxyphenyl)-1-hydroxyethyl]pyridine Hydrochloride

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a stirred solution of 2-(2,3-dimethoxyphenyl)-1-(4-pyridinyl)ethanone (2.4 g, 0.009 mol) in EtOH (25 ml) was added, portionwise, NaBH4 (0.005 mol). The reaction was stirred at ambient temperature for 2 h, and then it was poured into water. The aqueous solution was extracted with EtOAc, and the extract was washed (water), dried (magnesium sulfate) and concentrated to afford an oil. The oil was triturated with Et2O and 1.9 g of a white solid resulted. The solid was dissolved in EtOH and ethereal HCl was added to precipitate a white hydrochloride salt. The salt was recrystallized twice from EtOH to afford the alcohol as a white solid mp 204-206° C.

후처리

  1. extractionThe aqueous solution was extracted with EtOAc
  2. washthe extract was washed (water)
  3. dry with materialdried (magnesium sulfate)
  4. concentrationconcentrated
  5. customto afford an oil
  6. customThe oil was triturated with Et2O and 1.9 g of a white solid
  7. customresulted
  8. customto precipitate a white hydrochloride salt
  9. customThe salt was recrystallized twice from EtOH

출처 및 근거

ORD 기록
ord-f18efd86e0584e2abd56d4231be44f8a
출처 데이터셋
uspto-grants-1999_12
특허 번호
US06004982

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