2,2,2-Trifluoro-N-methoxy-N-methylacetamide → 1-(2,2,3,3-Tetrafluorobenzofuran-5-yl)-2,2,2-trifluoroethanone

HRID 1608255Notes

Reaction equation

HRID 1608255 reaction equation
Br[C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([F:11])([F:10])[C:7]([F:13])([F:12])[C:6]=2[CH:14]=1.[Mg].CON(C)[C:19](=[O:24])[C:20]([F:23])([F:22])[F:21]>C(OCC)C>[F:10][C:8]1([F:11])[C:7]([F:13])([F:12])[C:6]2[CH:14]=[C:2]([C:19](=[O:24])[C:20]([F:23])([F:22])[F:21])[CH:3]=[CH:4][C:5]=2[O:9]1

Participants

5

Reactant 3

HCID 27823822,2,2-Trifluoro-N-methoxy-N-methylacetamideHCID 5462224MagnesiumHCID 142984965-Bromo-2,2,3,3-tetrafluorobenzofuran

Product 1

HCID 146269631-(2,2,3,3-Tetrafluorobenzofuran-5-yl)-2,2,2-trifluoroethanoneYield 92%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

The reaction of 5-bromo-2,2,3,3-tetrafluorobenzofuran (5.3 g, 0.02 mole) with magnesium turnings (0.48 g) in dry diethyl ether was followed by reaction with N-methoxy-N-methyltrifluoroacetamide (3.5 g, 0.022 mole), yielding 5.3 g of 1-(2,2,3,3-tetrafluorobenzofuran-5-yl)-2,2,2-trifluoroethanone.

Sources & evidence

ORD record
ord-07eee027d42744c7b98e2970c1771e41
Source dataset
uspto-grants-1989_09
Patent number
US04870089

Reaction notes

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