Ethanol → HCID 86633098, compound

HRID 415323Notes

Reaction equation

[NH:1]1[CH2:6][CH2:5][CH2:4][CH:3]([C:7]([OH:9])=[O:8])[CH2:2]1.S(Cl)([Cl:12])=O.[CH2:14](O)[CH3:15]>>[ClH:12].[CH2:14]([O:8][C:7]([CH:3]1[CH2:4][CH2:5][CH2:6][NH2+:1][CH2:2]1)=[O:9])[CH3:15]

Participants

Reactant 3

HCID 702Ethanol

HCID 4498Nipecotic Acid

HCID 24386Thionyl Chloride

Product 1

HCID 86633098HCID 86633098, compound

Procedure

To a solution of piperidine-3-carboxylic acid (10.7 g, 83 mmol) in ethanol (40 mL) was added thionyl chloride (22.5 mL) at 0° C. dropwise, the reaction mixture was refluxed overnight. Then the mixture was evaporated at reduced pressure to give 3-(ethoxycarbonyl)piperidinium hydrochloride. (13 g, Y: 100%). LC-MS (ESI) (m/z): 158 (M+1)+.

Workup

temperaturethe reaction mixture was refluxed overnight
customThen the mixture was evaporated at reduced pressure

Sources & evidence

ORD record: ord-54e08df1ea054b248c650d8d84d37470
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08088760B2

Reaction notes

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