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

HRID 1460245
ノート
印刷プレビュー

反応式

HRID 1460245 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 176Acetic Acid
溶媒
HCID 887Methanol溶媒
HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ed7e1f09f45a4e02a3738e8c7dd0d436
出典データセット
uspto-grants-1991_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05070087

反応ノート

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