Triethylamine → 4-Pyridinepropanol, 4-methanesulfonate

HRID 1676960Notes

Reaction equation

HRID 1676960 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][OH:10])=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH3:18][S:19](Cl)(=[O:21])=[O:20]>ClCCl>[N:1]1[CH:6]=[CH:5][C:4]([CH2:7][CH2:8][CH2:9][O:10][S:19]([CH3:18])(=[O:21])=[O:20])=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 729234-Pyridinepropanol

Product 1

HCID 866300214-Pyridinepropanol, 4-methanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of 3-pyridin-4-yl-propan-1-ol (0.71 mL, 5.47 mmol) in dichloromethane (20 mL) in a 0° C. ice bath, is added triethylamine (0.95 mL, 6.83 mmol) and methanesulfonylchloride (0.44 mL, 5.74 mmol) and the ice bath removed. The mixture is stirred at room temperature for 15 min after which time the reaction is complete. The product is left in solution and used as is in the subsequent reaction.

Workup

  1. customthe ice bath removed
  2. waitThe product is left in solution
  3. customas is in the subsequent reaction

Sources & evidence

ORD record
ord-82992be418de49f4b53581fd9c0803f5
Source dataset
uspto-grants-2011_08
Patent number
US08008296B2

Reaction notes

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