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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735235Generated: October 30, 2026

Hexane → HCID 68815664, compound

https://huagongshe.com/reaction/735235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantMethyl AnthranilateHCID 8635—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Hydroxy-3-methoxy-α-methylbenzeneacetic acidHCID 18987074—
SolventEthyl AcetateHCID 8857—
ProductHCID 68815664HCID 6881566483.7%

Reaction Steps

The objective compound was prepared by the same procedure for the intermediate 1, using a 2-(4-hydroxy-3-methoxy-phenyl)-propionic acid (1.08 g, 5.50 mmol), SOCl2 (1.20 mL, 16.6 mmol), and 2-amino-benzoic acid methyl ester (0.56 g, 3.7 mmol). After normal workup, the pure objective compound (1.02 g, 56%) was obtained as pale yellow syrup by a flash column chromatography (n-hexane:EtOAc=10:1): 1H NMR (200 MHz, CDCl3) δ 1.57 (d, J=7.32 Hz, 3H, CH3), 3.72 (q, J=7.32 Hz, 1H, CH), 3.85 (s, 3H, OCH3), 3.88 (s, 3H, COOCH3), 5.73 (br s, 1H, ArOH), 6.89-7.05 (m, 4H, ArH), 7.45 (t, J=8.55 Hz, 1H, ArH), 7.94 (d, J=7.73 Hz, 1H, ArH), 8.67 (d, J=8.55 Hz, 1H, ArH), 11.07 (br s, 1H, NH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592457B2
Source datasetuspto-grants-2009_09
ORD IDord-de1be6373dba4aa88084287ff3fdc4e1
Source noteuspto-grants-2009_09