Benzoic acid, 3,5-dihydroxy-, ethyl ester → HCID 67608049, compound

HRID 1024764Notes

Reaction equation

HRID 1024764 reaction equation
[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[C:9]([OH:11])[CH:8]=[C:7]([OH:12])[CH:6]=1)[CH3:2].BrC[C:16]1[CH:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[C:19]#[N:20]>>[CH2:1]([O:3][C:4](=[O:13])[C:5]1[CH:10]=[C:9]([O:11][C:16]2[CH:23]=[CH:22][CH:21]=[C:18]([C:19]#[N:20])[CH:17]=2)[CH:8]=[C:7]([O:12][C:16]2[CH:23]=[CH:22][CH:21]=[C:18]([C:19]#[N:20])[CH:17]=2)[CH:6]=1)[CH3:2]

Participants

3

Reactant 2

HCID 20098Benzoic acid, 3,5-dihydroxy-, ethyl esterHCID 97249Benzonitrile, 3-(bromomethyl)-

Product 1

HCID 67608049HCID 67608049, compoundYield 75.3%

Procedure

3,5-Dihydroxy benzoic acid ethyl ester (1.45 g, 7.95 mmol) and 3-bromomethyl-benzonitrile (6.23 g, 31.8 mmol) and other reagents as described in Example 75(a) were used to afford 2.3 g of the required product. 1H NMR (DMSO-d6): 1.15 (3H, t), 4.15 (2H, q), 5.3 (4H, s), 7.0 (1H, s), 7.18 (2H, s), 7.64 (4H, d), 7.86 (4H, d).

Sources & evidence

ORD record
ord-0c145b30d3e14c45a1dea9354e9ce79d
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

Loading…