Triethylamine → HCID 13042965, compound

HRID 1435343Notes

Reaction equation

HRID 1435343 reaction equation
[NH:1]1[CH2:6][CH:5]=[CH:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:14][S:15](Cl)(=[O:17])=[O:16]>C(Cl)Cl>[CH3:14][S:15]([N:1]1[CH2:2][CH:3]=[CH:4][CH2:5][CH2:6]1)(=[O:17])=[O:16]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 127501,2,3,6-TetrahydropyridineHCID 31297Methanesulfonyl chloride

Product 1

HCID 13042965HCID 13042965, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 1,2,3,6-tetrahydropyridine (1.5 g, 18.04 mmol, Aldrich) and triethylamine (36.12 mmol, 5.05 mL) in methylene chloride (60 mL) at 0° C., methane sulfonyl chloride (1.82 mL, 23.45 mmol, Aldrich) was added and the mixture was stirred for 2.5 hours. The reaction was quenched with water and the mixture was extracted with methylene chloride. The extracts were dried with MgSO4 and the solvent was removed under reduced pressure to give the desired product as an off-white solid. 2.20 g, 76%. MS (ES) MH+=162.

Workup

  1. customThe reaction was quenched with water
  2. extractionthe mixture was extracted with methylene chloride
  3. dry with materialThe extracts were dried with MgSO4
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-e4a6fe7f995d49899b591773758c2295
Source dataset
uspto-grants-2009_11
Patent number
US07615634B2

Reaction notes

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