Diethyl Oxalate → HCID 178473093, compound

HRID 595042Notes

Reaction equation

[CH3:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[N:6][CH:7]=1.[C:11](OCC)(=[O:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13].[O-]CC.[Na+].CCCCCC>C1COCC1>[OH:17]/[C:11](=[CH:9]\[C:8]([C:4]1[CH:5]=[N:6][CH:7]=[C:2]([CH3:1])[CH:3]=1)=[O:10])/[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

Conditions

Temperature: 60 °C

Procedure

To a mixture of 1-2 (0.5 g, 3.70 mmol) and diethyl oxalate (1.010 ml, 7.40 mmol) in THF (15 ml) was added sodium ethoxide (3.45 ml, 21% wt. in ethanol, 9.25 mmol). The resulting mixture was heated at 60° C. for 1 h followed by stirring at rt overnight. The reaction mixture was poured into cold hexane and the desire product 1-3 was collected as a light yellow solid: ESI+ MS [M+H]+ C12H14NO4=236.1.

Workup

customthe desire product 1-3 was collected as a light yellow solid

Sources & evidence

ORD record: ord-0112dac7227f4bdc8ff4d33fb0395708
Source dataset: uspto-grants-2016_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09242995B2

Reaction notes

Loading…