Hydrochloric Acid → HCID 70096341, compound

HRID 482462Notes

Reaction equation

C([O:3][C:4]([CH:6]1[CH2:11][C:10]([CH3:12])=[CH:9][CH2:8][N:7]1[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:5])C.[ClH:20]>>[ClH:20].[CH2:13]([N:7]1[CH2:8][CH:9]=[C:10]([CH3:12])[CH2:11][CH:6]1[C:4]([OH:5])=[O:3])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 14470232HCID 14470232, compound

Product 1

HCID 70096341HCID 70096341, compound

Procedure

A stirred solution of 1-benzyl-4-methyl-1,2,3,6-tetrahydropyridine-2(R,S)-carboxylic acid ethyl ester (Preparation17(a); 20.1 g, 77.5 mmol) in 5M hydrochloric acid (200 ml) was heated at 100° C. for 4.5 hours and then evaporated to dryness under reduced pressure. Residual water was removed azeotropically using dichloromethane followed by toluene to give the required product (24.0 g) as a white foam, Rf 0.40 (SS 13), which was used without further purification in the next step.

Workup

customevaporated to dryness under reduced pressure
customResidual water was removed azeotropically using dichloromethane

Sources & evidence

ORD record: ord-da5826bdce10437c877af50610cf6602
Source dataset: uspto-grants-1998_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05798352

Reaction notes

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