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Hydrochloric Acid → 4-[2,2-Bis(4-fluorophenyl)ethyl]pyridine hydrochloride

HRID 1460245
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HRID 1460245 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)(O)[CH2:9][C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[CH:4][CH:3]=1.[P].I.[ClH:26]>C(O)(=O)C.CO.CCOCC>[ClH:26].[F:23][C:20]1[CH:21]=[CH:22][C:17]([CH:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)[CH2:9][C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[CH:18][CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 24841Hydrogen iodideHCID 5462309PhosphorusHCID 15020359alpha,alpha-Bis(4-fluorophenyl)-4-pyridineethanol

생성물 1

HCID 199830744-[2,2-Bis(4-fluorophenyl)ethyl]pyridine hydrochloride수율 87%

시약·촉매·용매 3

HCID 176
Acetic Acid
용매
HCID 887Methanol용매
HCID 3283Diethyl Ether용매

실험 절차

A mixture of 15.05 g (0.048 mole) of α,α-bis(4-fluorophenyl)-4-pyridineethanol, 3.2 g (0.1 mole) of phosphorus and 50 ml of 56.9% hydrogen iodide in 150 ml of glacial acetic acid was heated at reflux for 11 hr. The solvent was removed in vacuo, and the residue was partitioned between methylene chloride and dilute sodium hydroxide. The methylene chloride solution was dried over magnesium sulfate, and the solvent was removed in vacuo to give an oil. This was dissolved in a mixture of methanol and ether, and an excess of ethereal hydrogen chloride was added. The solvent was removed in vacuo, and the residue was recrystallized from a mixture of acetonitrile and ether to give 13.89 g (87% yield) of title compound as a white, crystalline solid, mp 197°-199° C.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 11 hr
  3. customThe solvent was removed in vacuo
  4. customthe residue was partitioned between methylene chloride and dilute sodium hydroxide
  5. dry with materialThe methylene chloride solution was dried over magnesium sulfate
  6. customthe solvent was removed in vacuo
  7. customto give an oil
  8. customThe solvent was removed in vacuo
  9. customthe residue was recrystallized from a mixture of acetonitrile and ether

출처 및 근거

ORD 기록
ord-ed7e1f09f45a4e02a3738e8c7dd0d436
출처 데이터셋
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05070087

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