Ammonia → Oxane-4-carboxamide

HRID 1497647Notes

Reaction equation

HRID 1497647 reaction equation
[O:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9]C)=O)[CH2:3][CH2:2]1.[NH3:11]>>[O:1]1[CH2:6][CH2:5][CH:4]([C:7]([NH2:11])=[O:9])[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 27735202H-Pyran-4-carboxylic acid, tetrahydro-, methyl ester

Product 1

HCID 13197203Oxane-4-carboxamide

Procedure

A mixture of methyl tetrahydro-2H-pyran-4-carboxylate (7 g, 48.6 mmol) and 30% aqueous ammonia (20 mL) was stirred in a closed bottle at r.t. for 18 h. The ammonia excess was removed under reduced pressure and the residue was crystallized from ethanol affording 5.6 g (89%) of tetrahydro-2H-pyran-4-carboxamide.

Workup

  1. customThe ammonia excess was removed under reduced pressure
  2. customthe residue was crystallized from ethanol affording 5.6 g (89%) of tetrahydro-2H-pyran-4-carboxamide

Sources & evidence

ORD record
ord-7770c77a67ef4c21888dbf84bf2e7137
Source dataset
uspto-grants-2015_12
Patent number
US09199979B2

Reaction notes

Loading…