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Sodium Hydroxide → Fexofenadine

HRID 1066488
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HRID 1066488 반응식
[BH4-].[Na+].[OH-].[Na+].Cl.[OH:6][C:7]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][C:17]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([CH3:30])([CH3:29])[C:26]([OH:28])=[O:27])=[CH:21][CH:20]=2)=[O:18])[CH2:10][CH2:9]1>O.C(O)C>[OH:6][C:7]([C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=1)([C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1)[CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][CH:17]([C:19]2[CH:24]=[CH:23][C:22]([C:25]([CH3:30])([CH3:29])[C:26]([OH:28])=[O:27])=[CH:21][CH:20]=2)[OH:18])[CH2:10][CH2:9]1
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참가 물질

6

반응물 3

HCID 14798Sodium HydroxideHCID 4311764Sodium borohydrideHCID 10230449Fexofenadinone Hydrochloride

생성물 1

HCID 3348Fexofenadine

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

Add sodium borohydride (0.105 g, 2.77 mmol) to a solution of sodium hydroxide (0.053 g, 1.33 mmol) in deionized water (2 mL) and add, by dropwise addition, to a solution of 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylbenzeneacetic acid hydrochloride (0.70 g, 1.31 mmol) in ethanol (30 mL). Stir at room temperature for 3.5 hours at pH 7-8. Evaporate the solvent in vacuo and stir the residue with methylene chloride (15 mL) and deionized water (15 mL). Dry (MgSO4), acidify to pH 3 with gaseous hydrogen chloride and evaporate the solvent. Add ether with stirring, filter the white solid and wash with additional ether. Dry to give the title compound.

후처리

  1. customEvaporate the solvent in vacuo
  2. stirringstir the residue with methylene chloride (15 mL) and deionized water (15 mL)
  3. dry with materialDry (MgSO4)
  4. customevaporate the solvent
  5. stirringAdd ether with stirring
  6. filtrationfilter the white solid
  7. washwash with additional ether
  8. customDry

출처 및 근거

ORD 기록
ord-be853ceb1c0749dea30e151c346251b1
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06242606B1

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