Hydrochloric Acid → Fur-2-ylmethoxyamine hydrochloride

HRID 1451556Notes

Reaction equation

HRID 1451556 reaction equation
[CH2:1]([O:7]C1C=CC=C2C(NC(=O)C=12)=O)[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1.C([NH2:23])CCC.C(OCC)C.[ClH:29]>C(O)C>[ClH:29].[CH2:1]([O:7][NH2:23])[C:2]1[O:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 8007ButylamineHCID 19975021Furfuryloxyphthalimide

Product 1

HCID 22924074Fur-2-ylmethoxyamine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.28 g of [-furfuryloxyphthalimide [prepared as described in step (i) above] were dissolved in 20 ml of ethanol, and 1.37 g of butylamine were added to the resulting solution. The mixture was then stirred for 1 hour at room temperature, after which diethyl ether was added. The mixture was then acidified by the addition of a 10% by volume methanolic solution of hydrogen chloride, and the resulting crystals were collected by filtration, to afford 2.62 g of the title compound. Nuclear Magnetic Resonance Spectrum (CD3OD, 270 MHz), δ ppm: 5.07 (2H, singlet); 6.54 (1H, doublet of doublets, J=2 & 3 Hz); 6.72 (1H, doublet, J=3 Hz); 7.67 (1H, doublet, J=2 Hz).

Workup

  1. filtrationthe resulting crystals were collected by filtration

Sources & evidence

ORD record
ord-3a692859407849f6b9d49563c60dd95a
Source dataset
uspto-grants-1997_02
Patent number
US05604256

Reaction notes

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