Hydrochloric Acid → Methyl 3-(piperidin-4-yl)propanoate hydrochloride

HRID 643564Notes

Reaction equation

HRID 643564 reaction equation
S(Cl)([Cl:3])=O.Cl.C(OC([N:13]1[CH2:18][CH2:17][CH:16]([CH2:19][CH2:20][C:21]([OH:23])=[O:22])[CH2:15][CH2:14]1)=O)(C)(C)C.[CH3:24]O>>[ClH:3].[NH:13]1[CH2:14][CH2:15][CH:16]([CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH2:17][CH2:18]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 24386Thionyl ChlorideHCID 15125403-(1-((Tert-butoxy)carbonyl)piperidin-4-yl)propanoic acid

Product 1

HCID 49761244Methyl 3-(piperidin-4-yl)propanoate hydrochloride

Procedure

Thionyl chloride (2.23 mL, 30.6 mmol) was added dropwise to 25 mL of anhydrous methanol. The resulting anhydrous methanolic HCl solution was added to commercially available 3-[1-(tert-butoxycarbonyl)piperidin-4-yl]propanoic acid (1.97 g, 7.66 mmol) and the resulting mixture was stirred overnight at rt. The solvent was removed under reduced pressure to afford methyl 3-piperidin-4-ylpropanoate hydrochloride. ESI-MS calc. for C9H17NO2: 171; Found: 172 (M+H).

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-216e9d084d794fd89ca0a7f0442ebb67
Source dataset
uspto-grants-2010_04
Patent number
US07700591B2

Reaction notes

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