Hydrochloric Acid → HCID 70096341, compound

HRID 1289485Notes

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 (Preparation 33(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-1e17cd66bd48433fa17204b4edd03249
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05750520

Reaction notes

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