Triethylamine → HCID 23557408, compound

HRID 1636182Notes

Reaction equation

HRID 1636182 reaction equation
[CH:1]([S:4](Cl)(=[O:6])=[O:5])([CH3:3])[CH3:2].[CH2:8]1[O:17][C:11]2([CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)[O:10][CH2:9]1.C(N(CC)CC)C>ClCCl>[CH2:8]1[O:17][C:11]2([CH2:16][CH2:15][N:14]([S:4]([CH:1]([CH3:3])[CH3:2])(=[O:6])=[O:5])[CH2:13][CH2:12]2)[O:10][CH2:9]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 824082-Propanesulfonyl chloride

Product 1

HCID 23557408HCID 23557408, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Isopropylsulphonyl chloride (5.6 ml, 50 mmol) was added dropwise to an ice-cooled solution of 4-piperidone ethylene ketal (6.4 ml, 50 mmol) and triethylamine (7.7 ml, 55 mmol) in dichloromethane (100 ml), and the reaction stirred at room temperature for 3 hours. The mixture was washed with water (2×), dried (MgSO4), filtered and evaporated in vacuo. The residue was crystallised from ether/pentane to afford the title compound as a solid, (10.55 g, 85%).

Workup

  1. washThe mixture was washed with water (2×)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customevaporated in vacuo
  5. customThe residue was crystallised from ether/pentane

Sources & evidence

ORD record
ord-e2a0dc8e683e4ed68d8a6086479de6be
Source dataset
uspto-grants-2003_01
Patent number
US06511993B1

Reaction notes

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