Dimethyl Carbonate → Methyl 3-(3-bromo-4-fluorophenyl)-3-oxopropanoate

HRID 394779Notes

Reaction equation

HRID 394779 reaction equation
[H-].[Na+].[C:3](=[O:8])([O:6][CH3:7])OC.[Br:9][C:10]1[CH:11]=[C:12]([C:17](=[O:19])[CH3:18])[CH:13]=[CH:14][C:15]=1[F:16]>O1CCCC1>[Br:9][C:10]1[CH:11]=[C:12]([C:17](=[O:19])[CH2:18][C:3]([O:6][CH3:7])=[O:8])[CH:13]=[CH:14][C:15]=1[F:16]

Participants

5

Reactant 3

HCID 12021Dimethyl CarbonateHCID 24758Sodium hydrideHCID 705081-(3-Bromo-4-fluorophenyl)ethan-1-one

Product 1

HCID 18177311Methyl 3-(3-bromo-4-fluorophenyl)-3-oxopropanoate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of sodium hydride (1.1 g of 60% suspension in mineral oil, hexane-washed, 27.6 mmol) in 50 mL of tetrahydrofuran was added dimethyl carbonate (2.3 mL, 27.6 mmol) and 3′-bromo-4′-fluoroacetophenone (3.0 g, 13.8 mmol).

Sources & evidence

ORD record
ord-dbb88e9370cb47f2a53f1c0b85d21cb2
Source dataset
uspto-grants-2003_08
Patent number
US06602895B2

Reaction notes

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