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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984114Generated: October 25, 2026

Methanol → 3-(2-Hydroxy-4-methoxy-5-thiocyanato-phenyl)-propionic acid methyl ester

https://huagongshe.com/reaction/984114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBromineHCID 24408—
ReactantPotassium thiocyanateHCID 516872—
Reactant7-Methoxychroman-2-oneHCID 12389837—
Product3-(2-Hydroxy-4-methoxy-5-thiocyanato-phenyl)-propionic acid methyl esterHCID 20765999—

Reaction Steps

Compound 14A (3 g), KSCN (4.9 g) were dissolved in MeOH (125 mL) at 0° C., Br2 (3 g) was added, then stirred for 2 h. The reaction mixture was quenched with water (200 mL) and ethyl acetate (200 mL). The ethyl acetate was separated and washed with water, brine, dried (MgSO4), concentrated, to afford compound 14B (3.5 g). mp 105-016° C.; MS: 268 (M+1)+. Preparation of 6-Mercapto-7-methoxy-chroman-2-ol (Compound 14C)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06867224B2
Source datasetuspto-grants-2005_03
ORD IDord-48c920a6ff2048748cf5783424bcecc1
Source noteuspto-grants-2005_03