Piperidine → HCID 22393590, compound

HRID 1972284Notes

Reaction equation

HRID 1972284 reaction equation
C(N(CC)CC)C.[NH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.Cl[CH2:15][CH2:16][S:17](Cl)(=[O:19])=[O:18]>ClCCl.C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>[CH:16]([S:17]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)(=[O:19])=[O:18])=[CH2:15]

Participants

7

Reactant 3

HCID 8082PiperidineHCID 8471TriethylamineHCID 15385Ethanesulfonylchloride, 2-chloro-

Product 1

HCID 22393590HCID 22393590, compound

Reagents, catalysts & solvents 3

HCID 6344DichloromethaneSolventHCID 8857Ethyl AcetateSolventHCID 516892Sodium BicarbonateSolvent

Procedure

Triethylamine (683 mg, 6.75 mmol) is added to a solution of piperidine (274 mg, 3.22 mmol) and 2-chloroethanesulfonyl chloride (500 mg, 3.07 mmol) in dichloromethane (8 mL). The reaction is stirred for 2 h at room temperature. The reaction is diluted with ethyl acetate, sat. sodium bicarbonate solution is added. The organic layer is washed with brine and dried with MgSO4. The solvents is removed under vacuum to afford crude 1-(vinylsulfonyl)piperidine which is used directly in the next step without further purification. HPLC-MS calculated for C7H14NO2S (M+H+) 176.0, found 176.0.

Workup

  1. additionis added
  2. washThe organic layer is washed with brine
  3. dry with materialdried with MgSO4
  4. customThe solvents is removed under vacuum

Sources & evidence

ORD record
ord-da642cd9b68a4da19bd910761b78025b
Source dataset
uspto-grants-2013_04
Patent number
US08431607B2

Reaction notes

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