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HCID 89525566, compound → C-(5-methylfuran-2-yl)-C-(3-methyloxetan-3-yl)methylamine

HRID 1528149
Notes
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Reaction equation

HRID 1528149 reaction equation
[N:1]([CH:4]([C:11]1([CH3:15])[CH2:14][O:13][CH2:12]1)[C:5]1[O:6][C:7]([CH3:10])=[CH:8][CH:9]=1)=[N+]=[N-].[H][H]>C(O)C.[Pd]>[CH3:10][C:7]1[O:6][C:5]([CH:4]([NH2:1])[C:11]2([CH3:15])[CH2:12][O:13][CH2:14]2)=[CH:9][CH:8]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 89525566HCID 89525566, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 89525357C-(5-methylfuran-2-yl)-C-(3-methyloxetan-3-yl)methylamineYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1.68 g (8 mmol, 1 eq) of 2-[azido-(3-methyloxetan-3-yl)methyl]-5-methylfuran in 30 ml of ethanol in the presence of 252 mg (15% by weight) of palladium on carbon at 10% was stirred at hydrogen atmospheric pressure for 3 hours. The reaction medium was filtered and the filtrate was evaporated. 1.42 g of C-(5-methylfuran-2-yl)-C-(3-methyloxetan-3-yl)methylamine were obtained in the form of a greenish oil. Yield=98%.

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Workup

  1. filtrationThe reaction medium was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-0f95d1c70e0145198158ee2e451d261a
Source dataset
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09090596B2

Reaction notes

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