Diethyl Oxalate → Ethyl 8-[(E)-2-[4-(4-phenylbutoxy)-2-fluorophenyl]-ethen-1-yl]-4-oxo-4H-1-benzopyran-2-carboxylate

HRID 1603939Notes

Reaction equation

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

Participants

Reactant 2

HCID 7268Diethyl Oxalate

HCID 196063703'-[(E)-2-[4-(4-Phenylbutoxy)-2-fluorophenyl]ethen-1-yl]-2'-hydroxyacetophenone

Product 1

HCID 19606361Ethyl 8-[(E)-2-[4-(4-phenylbutoxy)-2-fluorophenyl]-ethen-1-yl]-4-oxo-4H-1-benzopyran-2-carboxylate

Procedure

Following the process described in example 1 (point A), starting from 3'-[(E)-2-[4-(4-phenylbutoxy)-2-fluorophenyl]ethen-1-yl]-2'-hydroxy-acetophenone and diethyl oxalate, the title compound was prepared (quantitative yield).

Sources & evidence

ORD record: ord-2f128301266c471f81c1147c5490e507
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05990142

Reaction notes

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