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Potassium Iodide → alpha-(4-Methylphenyl)-1-(phenylmethyl)-4-piperidineacetonitrile monohydrochloride

HRID 66671
ノート
印刷プレビュー

反応式

HRID 66671 の反応式
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[C:9]#[N:10])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+].[Cl:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>O.CC(C)CC(=O)C>[ClH:25].[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH:11]2[CH2:12][CH2:13][N:14]([CH2:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH2:15][CH2:16]2)[C:9]#[N:10])=[CH:6][CH:7]=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 7503Benzyl ChlorideHCID 10340Sodium CarbonateHCID 20530716alpha-(4-Methylphenyl)-4-piperidineacetonitrile

生成物 1

HCID 13035938alpha-(4-Methylphenyl)-1-(phenylmethyl)-4-piperidineacetonitrile monohydrochloride

試薬・触媒・溶媒 2

HCID 962Water
溶媒
HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

To a mixture of 74 parts of dl-α-(4-methylphenyl)-4-piperidineacetonitrile, 95.4 parts of sodium carbonate, a few crystals of potassium iodide in 1840 parts of 4-methyl-2-pentanone are added portionwise 39.21 parts of (chloromethyl)benzene. After the addition is complete, the whole is stirred and refluxed for 24 hours. The reaction mixture is cooled and 400 parts of water are added. The organic layer is separated, dried over potassium carbonate, filtered and evaporated. The oily residue is dissolved in 1,1'-oxybisethane and gazeous hydrogen chloride is introduced into the solution. The precipitated hydrochloride salt is filtered off and dried, yielding 68 parts of dl-α-(4-methylphenyl)-1-(phenylmethyl)-4-piperidineacetonitrile monohydrochloride; mp. 212°-213° C.

後処理

  1. additionAfter the addition
  2. temperaturerefluxed for 24 hours
  3. temperatureThe reaction mixture is cooled
  4. customThe organic layer is separated
  5. dry with materialdried over potassium carbonate
  6. filtrationfiltered
  7. customevaporated
  8. dissolutionThe oily residue is dissolved in 1,1'-oxybisethane
  9. additiongazeous hydrogen chloride is introduced into the solution
  10. filtrationThe precipitated hydrochloride salt is filtered off
  11. customdried

出典と根拠

ORDレコード
ord-9704f32e50604b2286dd4b5de00f0a6f
出典データセット
uspto-grants-1982_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04342870

反応ノート

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