Benzoic acid, 3,5-dihydroxy-, ethyl ester → HCID 66818539, compound

HRID 1024780Notes

Reaction equation

HRID 1024780 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:11])[C:9]=1F)[C:5]#[N:6].[CH2:12]([O:14][C:15](=[O:24])[C:16]1[CH:21]=[C:20]([OH:22])[CH:19]=[C:18]([OH:23])[CH:17]=1)[CH3:13]>>[CH2:12]([O:14][C:15](=[O:24])[C:16]1[CH:21]=[C:20]([OH:22])[CH:19]=[C:18]([O:23][C:9]2[C:8]([F:11])=[CH:7][C:4]([C:5]#[N:6])=[CH:3][C:2]=2[F:1])[CH:17]=1)[CH3:13]

Participants

3

Reactant 2

HCID 20098Benzoic acid, 3,5-dihydroxy-, ethyl esterHCID 5938143,4,5-Trifluorobenzonitrile

Product 1

HCID 66818539HCID 66818539, compoundYield 39.4%

Procedure

Using 1.5 g (9.55 mmol) of 3,4,5-trifluoro-benzonitrile and 3,5-dihydroxy-benzoic acid ethyl ester (1.73 g, 9.55 mmol) and following the procedure of Example 42(a) afforded 1.2 g of the required product. 1H NMR (DMSO-d6): δ 1.28 (3H, t), 4.27 (2H, q), 6.67 (1H, t), 6.92 (1H, s), 7.18 (1H, s), 8.08 (2H, d), 10.20 (1H, brs).

Sources & evidence

ORD record
ord-48bea39c47fb49488937210404e422b0
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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