2-Fluoroanisole → 1-(3-Fluoro-4-methoxyphenyl)-2-[4-(methylthio)phenyl]-ethan-1-one

HRID 1781446Notes

Reaction equation

HRID 1781446 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][CH3:9].[CH3:10][S:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][C:19](Cl)=[O:20])=[CH:14][CH:13]=1.[Cl-].[Al+3].[Cl-].[Cl-]>>[F:1][C:2]1[CH:7]=[C:6]([C:19](=[O:20])[CH2:18][C:15]2[CH:16]=[CH:17][C:12]([S:11][CH3:10])=[CH:13][CH:14]=2)[CH:5]=[CH:4][C:3]=1[O:8][CH3:9]

Participants

4

Reactant 3

HCID 675762-FluoroanisoleHCID 6451240Aluminum(III) ChlorideHCID 150201874-(Methylthio)phenylacetyl chloride

Product 1

HCID 212657031-(3-Fluoro-4-methoxyphenyl)-2-[4-(methylthio)phenyl]-ethan-1-one

Procedure

1-(3-Fluoro-4-methoxyphenyl)-2-[4-(methylthio)phenyl]-ethan-1-one was prepared by Friedel Crafts acylation of 2-fluoroanisole with 4-(methylthio)phenylacetyl chloride in the presence of aluminum chloride: 1H NMR (CDCl3 /300 MHz) δ 7.80-7.70 (m, 2H), 7.24-7.15 (m, 4H), 6.98 (t, J=8.26 Hz), 4.17 (s, 2H), 3.95 (s, 3H), 2.46 (s, 3H). 19F NMR (CDCl3 /282.2 MHz): -134.804 (m).

Sources & evidence

ORD record
ord-68b1442a02a241839e065e5997471261
Source dataset
uspto-grants-1997_05
Patent number
US05633272

Reaction notes

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