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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733554Generated: October 29, 2026

Sodium Hydroxide → 5-((1,3-Benzodioxol-5-ylcarbonyl){4-[(4-butylphenyl)ethynyl]-benzyl}amino)-2-hydroxybenzoic acid

https://huagongshe.com/reaction/733554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantN-{4-[(4-butylphenyl)ethynyl]benzyl}-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)-1,3-benzodioxole-5-carboxamideHCID 57841403—
SolventEthanolHCID 702—
Product5-((1,3-Benzodioxol-5-ylcarbonyl){4-[(4-butylphenyl)ethynyl]-benzyl}amino)-2-hydroxybenzoic acidHCID 11364829—

Reaction Steps

The titled compound was prepared following the procedure C using N-{4-[(4-butylphenyl)ethynyl]benzyl}-N-(2,2-dimethyl-4-oxo-4H-1,3-benzodioxin-6-yl)-1,3-benzodioxole-5-carboxamide and NaOH 5M aq. in the presence of EtOH as a pale yellow powder (55%). 1H NMR (CDCl3, 300 MHz) δ 10.47 (s, 1H), 7.44 (m, 5H), 7.26 (d, J=8.2 Hz, 2H), 7.16 (d, J=8.0 Hz, 2H), 6.97 (m, 1H), 6.86 (m, 2H), 6.80 (d, J=9.1 Hz, 1H), 6.62 (d, J=8.6 Hz, 1H), 5.93 (s, 2H), 5.07 (s, 2H), 2.62 (t, J=7.8 Hz, 2H), 1.61 (m, 2H), 1.36 (m, 2H), 0.93 (t, J=7.2 Hz, 3H). M− (ESI): 546.2; M+ (ESI): 548: HPLC, Rt: 5.23 min (Purity: 98.3%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589232B2
Source datasetuspto-grants-2009_09
ORD IDord-539ca80b07df485ea7cb3f588e92c16f
Source noteuspto-grants-2009_09