4-Methoxybenzaldehyde → 1-[2,5-Bis(2,2,2-trifluoroethoxy)phenyl]-3-(4-methoxyphenyl)-2-propen-1-one

HRID 853929

Reaction equation

HRID 853929 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][C:26]([O:29][CH3:30])=[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][C:26]([O:29][CH3:30])=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 312444-MethoxybenzaldehydeHCID 27360731-(2,5-Bis(2,2,2-trifluoroethoxy)phenyl)ethan-1-one

Product 1

HCID 853367281-[2,5-Bis(2,2,2-trifluoroethoxy)phenyl]-3-(4-methoxyphenyl)-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 p-anisaldehyde (77 ul, 0.633 mmol) similar to Example 1 and isolated as a yellow solid (75 mg, 27.3%). 1H NMR (CDCl3): 7.66 (d, J=15.9 Hz, 1H), 7.56 (d, J=9.0 Hz, 2H), 7.32 (d, J=15.6 Hz, 1H), 7.28 (d, J=3.3 Hz, 2H), 7.11 (dd, J=3.3, 9.0 Hz, 1H), 6.94 (t, J=8.7 Hz, 2H), 4.44-4.33 (m, 4H), 3.86 (s, 3H).

Workup

  1. temperatureby heating

Sources & evidence

ORD record
ord-2394ce4b67b442998a8bc95517577ad5
Source dataset
uspto-grants-2007_08
Patent number
US07256219B2

Linked notes

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