Water → 98961-87-6

HRID 2308385Notes

Reaction equation

HRID 2308385 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[NH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.O>C(O)(C)C>[CH3:1][S:2]([O-:5])(=[O:4])=[O:3].[NH2+:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

5

Reactant 3

HCID 962WaterHCID 6395Methanesulfonic AcidHCID 8082Piperidine

Product 1

HCID 8659385698961-87-6Yield 95%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
25 °C

Procedure

392.1 g of anhydrous methanesulfonic acid were added dropwise to 340.8 g of piperidine in 700 ml of isopropanol while stirring and cooling with water over the course of one hour, during which the temperature rose to 75° C. The dropping funnel was washed with 50 ml of isopropanol, and the mixture was then cooled to 25° C. and stirred at this temperature for half an hour. The precipitated product was filtered off with suction, washed twice with 200 ml of diisopropyl ether each time and dried at 50° C. in vacuo. 688.9 g of piperidinium methanesulfonate were obtained as colorless crystals; which is 95% of theory.

Workup

  1. customrose to 75° C
  2. washThe dropping funnel was washed with 50 ml of isopropanol
  3. stirringstirred at this temperature for half an hour
  4. filtrationThe precipitated product was filtered off with suction
  5. washwashed twice with 200 ml of diisopropyl ether each time
  6. customdried at 50° C. in vacuo

Sources & evidence

ORD record
ord-a4b440c647844ae3b503108f43f38c81
Source dataset
uspto-grants-2004_12
Patent number
US06835839B2

Reaction notes

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