Hydrazine hydrate (1:1) → 2-Cyclopropyl-2-hydroxy-acetohydrazide
Reaction equation
C[O:2][C:3](=O)[CH:4]([CH:6]1[CH2:8][CH2:7]1)[OH:5].O.[NH2:11][NH2:12]>CO>[CH:6]1([CH:4]([OH:5])[C:3]([NH:11][NH2:12])=[O:2])[CH2:8][CH2:7]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
As described for example 112a, (rac.)-2-cyclopropyl-2-hydroxy-acetic acid methyl ester (Newall, Christopher Earle; Foxton, Michael Walter; Hartley, Charles David; Looker, Brian Edgar. Cephalosporin antibiotics. Eur. Pat. Appl. (1985), 57 pp) in methanol was reacted with hydrazine hydrate (1.0 equivalent) at rt for 76 h. All volatiles were evaporated and the residue was triturated with hexane to afford the title compound as a white solid (yield: 69%). MS: m/e=112.2 [M−H2O]+.
Workup
- customAll volatiles were evaporated
- customthe residue was triturated with hexane
Sources & evidence
- ORD record
- ord-108e5e87af074ab59bf196fe349f8eac
- Source dataset
- uspto-grants-2009_03
- Patent number
- US07507729B2
Reaction notes
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