Diethyl Oxalate → HCID 19606345, compound

HRID 1603914Notes

Reaction equation

[C:1]([C:4]1[C:5]([OH:32])=[C:6]([NH:10][C:11]([C:13]2[C:14]([Cl:31])=[CH:15][C:16]3[O:20][CH:19]([CH2:21][CH2:22][CH2:23][C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[CH2:18][C:17]=3[CH:30]=2)=[O:12])[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].[C:33](OCC)(=O)[C:34]([O:36][CH2:37][CH3:38])=[O:35]>>[Cl:31][C:14]1[C:13]([C:11]([NH:10][C:6]2[C:5]3[O:32][C:33]([C:34]([O:36][CH2:37][CH3:38])=[O:35])=[CH:2][C:1](=[O:3])[C:4]=3[CH:9]=[CH:8][CH:7]=2)=[O:12])=[CH:30][C:17]2[CH2:18][CH:19]([CH2:21][CH2:22][CH2:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[O:20][C:16]=2[CH:15]=1

Participants

Reactant 2

HCID 7268Diethyl Oxalate

HCID 19606273HCID 19606273, compound

Product 1

HCID 19606345HCID 19606345, compoundYield 75%

Procedure

Following the process described in example 1 (point A), starting from N-(3-acetyl-2-hydroxyphenyl)-6-chloro-2-(3-phenylpropyl)-2,3-dihydrobenzofuran-5-carboxamide and diethyl oxalate, the title compound was prepared, which was purified by chromatography through a silica gel column, eluting with petroleum ether:chloroform, 4:6 (75% yield).

Workup

customwhich was purified by chromatography through a silica gel column
washeluting with petroleum ether

Sources & evidence

ORD record: ord-d48553dfd84443f0a59207681d0e1009
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05990142

Reaction notes

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