Diethyl Oxalate → HCID 66777966, compound

HRID 2090911Notes

Reaction equation

[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[CH3:11])=[CH:6][CH:5]=1.[H-].[Na+].[C:17]([O:24][CH2:25][CH3:26])(=[O:23])[C:18](OCC)=O.[CH2:27]([NH:29][NH2:30])[CH3:28]>>[CH2:27]([N:29]1[C:18]([C:17]([O:24][CH2:25][CH3:26])=[O:23])=[CH:11][C:10]([C:7]2[CH:8]=[CH:9][C:4]([O:3][C:2]([F:14])([F:13])[F:1])=[CH:5][CH:6]=2)=[N:30]1)[CH3:28]

Participants

Reactant 4

HCID 7268Diethyl Oxalate

HCID 24758Sodium hydride

HCID 29062Ethylhydrazine

HCID 5228211-(4-(Trifluoromethoxy)phenyl)ethan-1-one

Product 1

HCID 66777966HCID 66777966, compoundYield 92%

Procedure

Using 1-[4-(trifluoromethoxy)phenyl]ethanone (13.0 g), sodium hydride (60%, oily, 2.8 g), diethyl oxalate (8.7 mL) and ethylhydrazine (4.2 g) and in the same manner as in Example 56(1), the title object compound (19.4 g, 92%) was obtained as an oil.

Sources & evidence

ORD record: ord-336f484db15743978f6370fbdd65a7bf
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08436043B2

Reaction notes

Loading…