2-Chlorophenol → HCID 21883500, compound

HRID 650193Notes

Reaction equation

HRID 650193 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[OH:8].[Cl:9][C:10]1[C:11](F)=[CH:12][C:13]2[O:18][CH:17]([C:19]([F:22])([F:21])[F:20])[C:16]([C:23]([O:25]CC)=[O:24])=[CH:15][C:14]=2[CH:28]=1>>[Cl:9][C:10]1[C:11]([O:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])=[CH:12][C:13]2[O:18][CH:17]([C:19]([F:21])([F:22])[F:20])[C:16]([C:23]([OH:25])=[O:24])=[CH:15][C:14]=2[CH:28]=1

Participants

3

Reactant 2

HCID 72452-ChlorophenolHCID 21883602ethyl 6-chloro-7-fluoro-2-(trifluoromethyl)-2H-chromene-3-carboxylate

Product 1

HCID 21883500HCID 21883500, compound

Procedure

The title compound was prepared from 2-chlorophenol and ethyl 6-chloro-7-fluoro-2-(trifluoromethyl)-2H-1-benzopyran-3-carboxylate (Example 183, Step 2) via a procedure similar to that described in Example 183, Steps 3 and 4: mp 199.0-199.1° C. 1H NMR (acetone-d6/300 MHz) 7.94 (s, 1H), 7.76 (s, 1H), 7.65 (m, 1H), 7.51 (m, 1H), 7.38 (m, 1H), 7.32 (m, 1H), 6.44 (s, 1H), 5.85 (q, 1H, J=7.0 Hz). 19F NMR (acetone-d6/282 MHz) −79.5 (d, J=6.5 Hz). ESHRMS m/z 402.9752 (M−H, Calc'd 402.9751). Anal. Calc'd for C17H9Cl2F3O4: C, 50.40; H, 2.24; Cl, 17.50. Found: C, 50.42; H, 2.12; Cl, 17.72.

Sources & evidence

ORD record
ord-9f472300354b4235aa43d59712273b92
Source dataset
uspto-grants-2001_08
Patent number
US06271253B1

Reaction notes

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