Hydrochloric Acid → HCID 21482850, compound

HRID 1415559Notes

Reaction equation

HRID 1415559 reaction equation
[CH:1]1([N:7]2[CH2:11][CH2:10][CH:9](O)[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.S(Cl)([Cl:16])=O.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)(Cl)Cl>[CH:1]1([N:7]2[CH2:11][CH2:10][CH:9]([Cl:16])[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 24386Thionyl ChlorideHCID 133874481-Cyclohexylpyrrolidin-3-ol

Product 1

HCID 21482850HCID 21482850, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirred solution of 169 g. of N-cyclohexyl-3-pyrrolidinol in 600 ml. of chloroform, acidified with gaseous hydrogen chloride, is added 130 g. of thionyl chloride. This solution is refluxed for four hours, then poured onto ice water and made basic with sodium carbonate. The organic layer is dried over sodium sulfate, concentrated, and the residue distilled in vacuo to give N-cyclohexyl-3-chloropyrrolidine.

Workup

  1. additionis added 130 g
  2. temperatureThis solution is refluxed for four hours
  3. additionpoured onto ice water
  4. dry with materialThe organic layer is dried over sodium sulfate
  5. concentrationconcentrated
  6. distillationthe residue distilled in vacuo

Sources & evidence

ORD record
ord-e93ea8fede624f6e8a34b414d514bad6
Source dataset
uspto-grants-1977_01
Patent number
US04005208

Reaction notes

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