Dimethyl Carbonate → Methyl(3,5-difluoro-4-methoxybenzoyl)acetate

HRID 7238Notes

Reaction equation

HRID 7238 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([F:10])[C:7]([O:11][CH3:12])=[C:6]([F:13])[CH:5]=1)=[O:3].[C:14](=O)([O:17]C)[O:15][CH3:16]>>[F:13][C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([F:10])[C:7]=1[O:11][CH3:12])[C:2]([CH2:1][C:14]([O:15][CH3:16])=[O:17])=[O:3]

Participants

3

Reactant 2

HCID 12021Dimethyl CarbonateHCID 27369833',5'-Difluoro-4'-methoxyacetophenone

Product 1

HCID 91003369Methyl(3,5-difluoro-4-methoxybenzoyl)acetateYield 97%

Procedure

This compound was prepared from 3,5-difluoro-4-methoxyacetophenone and dimethyl carbonate according to method A. Yellow solid; Yield: 97%; mp 64–67° C.; 1H-NMR (300 MHz, CDCl3) δ 3.77 (s, 3H), 3.93 (s, 2H), 4.13 (t, J=1.7 Hz, 3H), 7.52 (m, 2H). Minor tautomer: 3.81 (s, 3H), 4.06 (m, 3H), 5.58 (s, 1H), 7.34 (m, 2H), 12.47 (s, 1H); MS (ESI) m/z 243 ([M−H]−), 245 ([M+H]+); Anal. Calcd for C11H10F2O4: C: 54.10, H: 4.13. Found: C: 54.37, H: 4.08.

Sources & evidence

ORD record
ord-08b42f333f054ad0a9ab1a2e5240f66b
Source dataset
uspto-grants-2006_08
Patent number
US07084276B2

Reaction notes

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