Methylhydrazine → (S)-tert-butyl 2-(aminooxy)propanoate
Reaction equation
O=C1C2C(=CC=CC=2)C(=O)[N:3]1[O:12][C@@H:13]([CH3:21])[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15].CNN>C(Cl)Cl>[NH2:3][O:12][C@@H:13]([CH3:21])[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15]Participants
4
Conditions
- Temperature
- 0 °C
Procedure
To a solution of (S)-tert-butyl 2-((1,3-dioxoisoindolin-2-yl)oxy)propanoate (73.3 mg, 0.252 mmol) in DCM (Volume: 500 μL) at 0° C. was added methyl hydrazine (13.5 μL, 0.252 mmol). After stirring for 3 h at 0° C., the solids were filtered off and the filtrate was concentrated in vacuo, affording the title compound (assumed quantitative) as a clear oil.
Workup
- filtrationthe solids were filtered off
- concentrationthe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-8c5f0762f0e644829567bad5d32795ad
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09174978B2
Reaction notes
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