1,4-Dioxane hydrochloride → Ethyl 3-(2-(piperidin-4-yl)phenyl)propanoate hydrochloride

HRID 537355Notes

Reaction equation

HRID 537355 reaction equation
[ClH:1].O1CCOC[CH2:3]1.[CH3:8][O:9][C:10](=[O:32])[CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH:19]1[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]1>>[ClH:1].[NH:22]1[CH2:23][CH2:24][CH:19]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=2[CH2:12][CH2:11][C:10]([O:9][CH2:8][CH3:3])=[O:32])[CH2:20][CH2:21]1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 68160489HCID 68160489, compound

Product 1

HCID 67111431Ethyl 3-(2-(piperidin-4-yl)phenyl)propanoate hydrochlorideYield 98%

Procedure

4 M HCl/dioxane (2.2 mL, 8.97 mmol) was added to neat tert-butyl 4-(2-(3-methoxy-3-oxopropyl)phenyl)piperidine-1-carboxylate at 23° C. and was stirred overnight. The reaction mixture was concentrated to yield methyl 3-(2-(piperidin-4-yl)phenyl)propanoate hydrochloride (24, 250 mg, 98% yield). LC/MS RT (5 min method)=1.14 min. Mass observed: 248.16 (M+H).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-5947e7fdf82545a3a8e18fbc75726b4d
Source dataset
uspto-grants-2014_10
Patent number
US08859776B2

Reaction notes

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