Dimethylformamide → 1-[gamma-(p-Chlorophenylsulfinyl)-propyl]piperidine hydrochloride

HRID 1657432ノート

反応式

HRID 1657432 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:10][CH2:11][CH2:12]Cl)=[O:9])=[CH:4][CH:3]=1.[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.C(=O)([O-])[O-].[Na+].[Na+].CN(C)C=O>O.C1C=CC=CC=1>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:10][CH2:11][CH2:12][N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[O:9])=[CH:4][CH:3]=1

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 8082PiperidineHCID 10340Sodium CarbonateHCID 197720711-(p-Chlorophenylsulfinyl)-3-chloropropane

生成物 1

HCID 215334301-[gamma-(p-Chlorophenylsulfinyl)-propyl]piperidine hydrochloride

試薬・触媒・溶媒 2

HCID 241Benzene溶媒HCID 962Water溶媒

実験手順

A mixture of 2.46 g. of 1-(p-chlorophenylsulfinyl)-3-chloropropane, 0.9 g. of piperidine, 0.53 g. of sodium carbonate in 30 ml. of dimethylformamide is heated for 3 hours at a temperature of 80° - 87°C. After the reaction mixture has been cooled, a mixture of benzene and water is added thereto. The aqueous layer is separated and extracted with benzene. The organic layers are combined, washed with water, dried over sodium sulfate and evaporated under reduced pressure. The oily residue is dissolved in ether and treated with ethanolic hydrogen chloride under cooling. The precipitate is collected by filtration and dried to give 1-[γ-(p-chlorophenylsulfinyl)-propyl]piperidine hydrochloride, m.p.: 170° - 174°C. Recrystallization from benzene gives white crystals, m.p.: 176° - 177°C.

後処理

  1. additionA mixture of 2.46 g
  2. temperatureAfter the reaction mixture has been cooled
  3. additionis added
  4. customThe aqueous layer is separated
  5. extractionextracted with benzene
  6. washwashed with water
  7. dry with materialdried over sodium sulfate
  8. customevaporated under reduced pressure
  9. dissolutionThe oily residue is dissolved in ether
  10. additiontreated with ethanolic hydrogen chloride
  11. temperatureunder cooling
  12. filtrationThe precipitate is collected by filtration
  13. customdried

出典と根拠

ORDレコード
ord-f5ed92738bf044d4bd62b763fa3aba78
出典データセット
uspto-grants-1976_06
特許番号
US03960873

反応ノート

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