Benzaldehyde → 1-[2,5-Bis(2,2,2-trifluoroethoxy)phenyl]-3-phenyl-2-propen-1-one

HRID 853930

Reaction equation

HRID 853930 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([O:10][CH2:11][C:12]([F:15])([F:14])[F:13])[CH:7]=[CH:6][C:5]=1[O:16][CH2:17][C:18]([F:21])([F:20])[F:19])=[O:3].[CH:22](=O)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[F:21][C:18]([F:19])([F:20])[CH2:17][O:16][C:5]1[CH:6]=[CH:7][C:8]([O:10][CH2:11][C:12]([F:13])([F:14])[F:15])=[CH:9][C:4]=1[C:2](=[O:3])[CH:1]=[CH:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 240BenzaldehydeHCID 27360731-(2,5-Bis(2,2,2-trifluoroethoxy)phenyl)ethan-1-one

Product 1

HCID 853364361-[2,5-Bis(2,2,2-trifluoroethoxy)phenyl]-3-phenyl-2-propen-1-one

Procedure

The title compound was prepared by heating a mixture of 2,5-bis(2,2,2-trifluoroethoxy)acetophenone (200 mg, 0.633 mmol) and benzaldehyde (64 ul, 0.633 mmol) similar to Example 1 and isolated as a yellow solid (7.2 mg, 2.8%). 1H NMR (CDCl3): 7.70 (d, J=16.2 Hz, 1H), 7.62-7.59 (m, 2H), 7.45 (d, J=15.9 Hz, 1H), 7.41 (t, J=3.2 Hz, 3H), 7.29 (d, J=3.3 Hz, 1H), 7.13 (dd, J=3.3, 9.3 Hz, 1H), 6.96 (d, J=9.0 Hz, 1H), 4.45-4.34 (m, 4H).

Workup

  1. temperatureby heating

Sources & evidence

ORD record
ord-3bebe27445324e85b4ccd59f41b2d312
Source dataset
uspto-grants-2007_08
Patent number
US07256219B2

Linked notes

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