Hydrochloric Acid → 4-(4-but-2-ynyloxy-benzenesulfonyl)-piperidine-4-carboxylic Acid Methyl Ester
Reaction equation
[CH3:1][O:2][C:3]([C:5]1([S:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH2:28][C:29]#[C:30][CH3:31])=[CH:23][CH:22]=2)(=[O:20])=[O:19])[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)=[O:4].Cl>C(Cl)Cl>[CH3:1][O:2][C:3]([C:5]1([S:18]([C:21]2[CH:22]=[CH:23][C:24]([O:27][CH2:28][C:29]#[C:30][CH3:31])=[CH:25][CH:26]=2)(=[O:20])=[O:19])[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of product from step 2 (500 mg, 1.11 mmol) in methylene chloride (10 ml) was added 4M HCl (2 ml) and the resulting mixture was stirred for 2 hours at room temperature. The solid was filtered, washed with ether to obtain 410 mg (95%) of the product as a solid. 1H NMR (300 MHz, CDCl3): δ1.86 (m, 3H), 2.52 (m, 4H), 2.89 (m, 2H), 3.52 (m, 2H), 3.74 (s, 3H), 4.74 (m, 2H), 7.10 (d, 2H, J=8.7 Hz), 7.69 (d, 2H, J=8.7 Hz).