Hydrochloric Acid → HCID 131731786, compound

HRID 2407492Notes

Reaction equation

HRID 2407492 reaction equation
[CH3:1][C:2]([CH3:33])([CH3:32])[C:3](=[O:31])[CH2:4][O:5][C:6]([C:8]1([C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])[CH2:13][CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9]1)=[O:7].[ClH:34]>C(OCC)(=O)C.C(O)(C)C>[ClH:34].[CH3:1][C:2]([CH3:33])([CH3:32])[C:3](=[O:31])[CH2:4][O:5][C:6]([C:8]1([C:21]([O:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:22])[CH2:13][CH2:12][CH2:11][NH:10][CH2:9]1)=[O:7]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67545855HCID 67545855, compound

Product 1

HCID 131731786HCID 131731786, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of piperidine-1,3,3-tricarboxylic acid 1-tert-butyl 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester (250 mg 0.54 mmol) in ethyl acetate (3 mL) is added a solution of hydrogen chloride in isopropanol (3 mL 5-6N). The mixture is stirred at room temperature for 3 h, then concentrated under reduced pressure. The solid is triturated in diisopropyl oxide to give piperidine-3,3-dicarboxylic acid 3-benzyl 3-(3,3-dimethyl-2-oxobutyl)ester, hydrochloride melting at 1500.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe solid is triturated in diisopropyl oxide

Sources & evidence

ORD record
ord-d0de5c920a4d4e7dad335b987e34238b
Source dataset
uspto-grants-2014_08
Patent number
US08809539B2

Reaction notes

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