Triethylamine → Methanesulfonic acid 2-(4-piperidin-1-ylmethylphenyl)ethyl ester

HRID 553310Notes

Reaction equation

HRID 553310 reaction equation
[N:1]1([CH2:7][C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][OH:16])=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>ClCCl>[N:1]1([CH2:7][C:8]2[CH:9]=[CH:10][C:11]([CH2:14][CH2:15][O:16][S:25]([CH3:24])(=[O:27])=[O:26])=[CH:12][CH:13]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 671652542-(4-Piperidin-1-ylmethylphenyl)ethanol

Product 1

HCID 86628375Methanesulfonic acid 2-(4-piperidin-1-ylmethylphenyl)ethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A stirred solution of 2-(4-piperidin-1-ylmethylphenyl)ethanol (125 mg) and triethylamine (0.18 mL) in dichloromethane (5 mL) was treated dropwise at 0° C. with methanesulphonyl chloride (71.8 mg, 0.05 mL) and then stirred at room temperature for 3 hours. The mixture was diluted with methylene chloride and washed with water. The dried (sodium sulphate) organic layer was evaporated to give the subtitle compound as a water-white oil (150 mg).

Workup

  1. washwashed with water
  2. dry with materialThe dried (sodium sulphate) organic layer
  3. customwas evaporated

Sources & evidence

ORD record
ord-42bc95498b564877879d2dbb88115a07
Source dataset
uspto-grants-2011_05
Patent number
US07951954B2

Reaction notes

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