Hydrochloric Acid → HCID 59253246, compound

HRID 386872Notes

Reaction equation

HRID 386872 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([S:14][C:15]([C:18]([O:20][CH2:21][CH3:22])=[O:19])([CH3:17])[CH3:16])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>O1CCOCC1>[CH2:21]([O:20][C:18](=[O:19])[C:15]([CH3:17])([S:14][CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[CH3:16])[CH3:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59253182HCID 59253182, compound

Product 1

HCID 59253246HCID 59253246, compoundYield 105.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Deprotection of 6.05 g (18.3 mmol) of 4-(1-ethoxycarbonyl-1-methyl-ethylsulfanyl)-piperidine-1-carboxylic acid tert-butyl ester is achieved by treatment with 4M aqueous HCl solution (9.13 mL) in dioxane (40 mL) at room temperature for 18 h. The reaction mixture is concentrated to afford 4.47 g of 2-methyl-2-(piperidin-4-ylsulfanyl)-propionic acid ethyl ester as its hydrochloride salt as a brown oil. Yield: 92%; ES-MS: m/z 232 [M+H]

Workup

  1. concentrationThe reaction mixture is concentrated

Sources & evidence

ORD record
ord-42dca23a0ea84111b377ac3e0f3cc615
Source dataset
uspto-grants-2013_02
Patent number
US08372874B2

Reaction notes

Loading…