Sodium Carbonate → 4-Piperidinol, 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-

HRID 487140

反応式

HRID 487140 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[O:9][CH2:10][CH2:11]Cl)=[CH:4][CH:3]=1.[OH:20][CH:21]1[CH2:26][CH2:25][NH:24][CH2:23][CH2:22]1.C(=O)([O-])[O-].[Na+].[Na+]>[I-].[Na+].C(C(C)=O)C(C)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[O:9][CH2:10][CH2:11][N:24]2[CH2:25][CH2:26][CH:21]([OH:20])[CH2:22][CH2:23]2)=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 10340Sodium CarbonateHCID 79341Piperidin-4-olHCID 107793021-[Bis(4-fluorophenyl)methoxy]-2-chloroethane

生成物 1

HCID 99749824-Piperidinol, 1-[2-[bis(4-fluorophenyl)methoxy]ethyl]-収率 66.4%

試薬・触媒・溶媒 2

HCID 5238Sodium Iodide触媒HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

14.1 g of 1-bis(4-fluorophenyl)methoxy-2-chloroethane, 10.1 g of 4-hydroxypiperidine, 12 g of sodium carbonate and 0.2 g of sodium iodide were added to 200 ml of methyl isobutyl ketone, and the mixture was heated under reflux for 4 hours. At the end of this time, it was filtered, and the solvent was removed by distillation under reduced pressure. The resulting residue was purified by silica gel column chromatography. Elution with a 10:1 by volume mixture of ethanol and methylene chloride afforded 11.5 g (yield 66%) of the title compound as a pale yellow oily substance. p Infrared Absorption Spectrum (CHCl3), νmax cm-1 : 2920, 1600, 1505.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. filtrationAt the end of this time, it was filtered
  4. customthe solvent was removed by distillation under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography
  6. washElution with a 10:1
  7. additionby volume mixture of ethanol and methylene chloride

出典と根拠

ORDレコード
ord-d698ffa795584a53a9f2a46741837185
出典データセット
uspto-grants-1994_03
特許番号
US05294623

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