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Hydrochloric Acid → Fexofenadinone Hydrochloride

HRID 411922
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HRID 411922 반응식
C[O:2][C:3](=[O:38])[C:4]([CH3:37])([CH3:36])[C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:35])[CH2:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][CH:18]([C:21]([OH:34])([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH2:17][CH2:16]2)=[CH:7][CH:6]=1.[OH-].[Na+].[ClH:41]>CO>[ClH:41].[OH:34][C:21]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)([C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[CH:18]1[CH2:19][CH2:20][N:15]([CH2:14][CH2:13][CH2:12][C:11]([C:8]2[CH:9]=[CH:10][C:5]([C:4]([CH3:37])([CH3:36])[C:3]([OH:38])=[O:2])=[CH:6][CH:7]=2)=[O:35])[CH2:16][CH2:17]1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 99581012-[4-[4-[4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]phenyl]-2,2-dimethylacetic acid methyl ester

생성물 1

HCID 10230449Fexofenadinone Hydrochloride

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
68 °C

실험 절차

Dissolve 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-α,α-dimethylbenzeneacetic acid methyl ester (0.131 mol) in methanol (2.5 L) and add 10% sodium hydroxide (769 mL, 1.92 mol). Stir at reflux for 1.5 hours, cool to 68° C. and evaporate the solvent in vacuo to a residue. Add chloroform (1 L) and stir until the solids are dissolved. Separate the organic phase and extract the aqueous phase with chloroform (3×300 mL). Combine the organic phases, dry (MgSO4) and evaporate the solvent in vacuo to give a residue. Treat the residue with ethereal HCl, filter and dry to give the title compound.

후처리

  1. temperatureat reflux for 1.5 hours
  2. customevaporate the solvent in vacuo to a residue
  3. stirringAdd chloroform (1 L) and stir until the solids
  4. dissolutionare dissolved
  5. customSeparate the organic phase
  6. extractionextract the aqueous phase with chloroform (3×300 mL)
  7. dry with materialCombine the organic phases, dry (MgSO4)
  8. customevaporate the solvent in vacuo
  9. customto give a residue
  10. filtrationfilter
  11. customdry

출처 및 근거

ORD 기록
ord-a184f9768da942e6ac34dfc090dbcb39
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06559312B2

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