Diethyl Ether → Ammonia

HRID 1899759Notes

Reaction equation

[C:1](#[N:3])[CH3:2].O1[CH2:8][CH2:7][CH2:6][CH2:5]1.[CH2:9](OCC)C>>[CH2:1]([NH2:3])[C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH3:3]

Participants

Reactant 3

HCID 3283Diethyl Ether

HCID 6342Acetonitrile

HCID 8028Tetrahydrofuran

Product 2

HCID 222Ammonia

HCID 7504Benzylamine

Procedure

The mixture of O-(hexaacetyl α- and -β-rutinosyl) trichloroacetimidates is obtained by the action of hexaacetyl-1-rutinose (obtained by the action of benzylamine or ammonia on heptaacetorutinose in an aprotic solvent such as acetonitrile, tetrahydrofuran or ethyl ether) on trichloroacetonitrile, in the presence of a base, for example potassium carbonate or sodium hydride, in an aprotic solvent such as methylene chloride, chloroform or diethyl ether and under anhydrous conditions. O-[Hexaacetyl-6-O-(α-L-arabinofuranosyl)-α- and -β-D-glucopyranosyl] trichloroacetimidates are obtained in the same manner.

Sources & evidence

ORD record: ord-e7792cf7d3774a48b17c832b1130fb68
Source dataset: uspto-grants-1996_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05573926

Reaction notes

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