Hydrazine → HCID 178518953, compound

Reaction equation

Cl.[CH2:2]([N:9]1[CH2:14][CH2:13][CH:12]([C:15]([O:17]CC)=O)[C:11](=O)[CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH2:21][NH2:22]>>[CH2:2]([N:9]1[CH2:14][CH2:13][C:12]2[C:15]([OH:17])=[N:21][NH:22][C:11]=2[CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

Reactant 2

HCID 9321Hydrazine

HCID 2723880Ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride

Product 1

HCID 178518953HCID 178518953, compound

Procedure

A mixture of ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride (10.0 g, 34 mmol, Aldrich) and hydrazine (30 mL, 824 mmol, Aldrich) was stirred at RT for 48 h. The volatile solvents were removed in vacuo, and the residue was azeotroped with MeOH (1×), then recrystallized from MeOH to obtain the title compound MS (ESI, pos. ion) m/z: 230 (M+1).

Workup

customThe volatile solvents were removed in vacuo
customthe residue was azeotroped with MeOH (1×)
customrecrystallized from MeOH

Sources & evidence

ORD record: ord-c9d3f1878d6c4095b468ce2d115b40fb
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07759337B2

Reaction notes

Loading…