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Potassium Iodide → 4-[Bis(4-fluorophenyl)methyl]-1-[3-(3,5-dimethoxyphenoxy)propyl]piperidine

HRID 1709881
ノート
印刷プレビュー

反応式

HRID 1709881 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:4][CH:3]=1.Cl[CH2:23][CH2:24][CH2:25][O:26][C:27]1[CH:32]=[C:31]([O:33][CH3:34])[CH:30]=[C:29]([O:35][CH3:36])[CH:28]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(O)CCC.CCCCCC.C(OCC)(=O)C>[F:21][C:18]1[CH:17]=[CH:16][C:15]([CH:8]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[CH:9]2[CH2:14][CH2:13][N:12]([CH2:23][CH2:24][CH2:25][O:26][C:27]3[CH:32]=[C:31]([O:33][CH3:34])[CH:30]=[C:29]([O:35][CH3:36])[CH:28]=3)[CH2:11][CH2:10]2)=[CH:20][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

7

反応物 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 132505444-[Bis(4-fluorophenyl)methyl]piperidineHCID 144071741-(3-Chloropropoxy)-3,5-dimethoxybenzene

生成物 1

HCID 144070944-[Bis(4-fluorophenyl)methyl]-1-[3-(3,5-dimethoxyphenoxy)propyl]piperidine

試薬・触媒・溶媒 2

HCID 263
1-Butanol
溶媒
HCID 21226206Ethyl acetate hexane溶媒

実験手順

A mixture of 5.51 g (0.019 mole) of 4-[bis(4-fluorophenyl)methyl]piperidine, 4.42 g (0.019 mole) of 1-(3-chloropropoxy)-3,5-dimethoxybenzene and potassium carbonate (5.53 g, 0.04 mole) was heated overnight at reflux in 350 ml of 1-butanol containing potassium iodide (0.3 g). The reaction mixture was concentrated to dryness and the residue partitioned between chloroform-5% sodium hydroxide and chloroform-water. Removal of chloroform gave a brown oil. The oil was subjected to chromatography on a silica gel column using a gradient elution series of hexane-ethyl acetate and ethyl acetatedimethoxyethane. After combining proper fractions eluted from the column and removing solvent, the residue oil was dried in vacuo overnight at 80° C. This produced 2.61 g (28.5%) of brown oil.

後処理

  1. temperaturewas heated overnight
  2. concentrationThe reaction mixture was concentrated to dryness
  3. customthe residue partitioned between chloroform-5% sodium hydroxide and chloroform-water
  4. customRemoval of chloroform
  5. customgave a brown oil
  6. washeluted from the column
  7. customremoving solvent
  8. customthe residue oil was dried in vacuo overnight at 80° C

出典と根拠

ORDレコード
ord-4b269026628149e395fb857676684de4
出典データセット
uspto-grants-1990_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04950674

反応ノート

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