1,4-Dioxane hydrochloride → (3SR,4RS)-4-hydrazinyltetrahydrofuran-3-ol hydrochloride
Reaction equation
O1CCOCC1.[ClH:7].[OH:8][CH:9]1[CH2:13][O:12][CH2:11][CH:10]1[NH:14][NH:15]C(OC(C)(C)C)=O>CO>[ClH:7].[NH:14]([CH:10]1[CH2:11][O:12][CH2:13][CH:9]1[OH:8])[NH2:15]Participants
4
Procedure
A 4 M hydrogen chloride-1,4-dioxane solution (50 mL) was added to a solution of t-butyl 2-((3RS,4SR)-4-hydroxytetrahydrofuran-3-yl)hydrazinecarboxylate (5.78 g) in methanol (30 mL) under ice-cooling, and the mixture was then warmed to room temperature and stirred overnight. The reaction mixture was concentrated to give the title compound (5 g).
Workup
- temperaturecooling
- concentrationThe reaction mixture was concentrated
Sources & evidence
- ORD record
- ord-2a0fc353c9dd48bfa2d7ccc7df69d076
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08563565B2
Reaction notes
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