2-Chlorobenzaldehyde → HCID 85331615, compound

HRID 853939Notes

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].[Cl:22][C:23]1[CH:30]=[CH:29][CH:28]=[CH:27][C:24]=1[CH:25]=O>>[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:25][C:24]1[CH:27]=[CH:28][CH:29]=[CH:30][C:23]=1[Cl:22]

Participants

Reactant 2

HCID 69962-Chlorobenzaldehyde

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

Product 1

HCID 85331615HCID 85331615, compound

Procedure

The title compound was prepared from a mixture of 2,5-bis(2,2,2-trifluoroethoxy)acetophenone (100 mg, 0.317 mmol) and 2-chlorobenzaldehyde (36 ul, 0.317 mmol) similar to Example 6. The residue was purified with hexane:ethylacetate (5:1, 4:1) to yield a light yellow solid (13.5 mg, 9.7%). 1H NMR (CDCl3): 8.10 (d, J=15.6 Hz, 1H), 7.73 (dd, J=2.3, 7.1 Hz, 1H), 7.43 (d, J=9.3 Hz, 1H), 7.41 (d, J=15.9 Hz, 1H), 7.33 (t, J=2.1 Hz, 1H), 7.32 (s, 1H), 7.3 (d, J=3.0 Hz, 1H), 7.14 (dd, J=3.2 Hz, 9.2, 1H), 6.96 (d, J=9.0 Hz, 1H), 4.45-4.34 (m, 4H).

Workup

customThe residue was purified with hexane:ethylacetate (5:1, 4:1)

Sources & evidence

ORD record: ord-b31add8469e44e69b64c3f3bde63ac14
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07256219B2

Reaction notes

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