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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947486Generated: October 31, 2026

Water → HCID 68770274, compound

https://huagongshe.com/reaction/1947486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantMethyl ThioglycolateHCID 16907—
Reactant4-(Benzyloxy)-2-fluorobenzaldehydeHCID 12136989—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 68770274HCID 6877027496%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-benzyloxy-2-fluoro-benzaldehyde (1.3 g, 5.6 mmol) in DMSO (55 mL) was added mercapto-acetic acid methyl ester (1.2 mL, 11.3 mmol) and Et3N (2.4 mL, 1.7 g, 16.8 mmol) and the reaction mixture was heated (80° C., 12 h). The reaction mixture was cooled (rt), treated with H2O (100 mL) and filtered. The resulting residue was purified by silica gel flash chromatography using EtOAc:hexane (0-30%) to provide the title compound as yellow solid (1.6 g, 96%). MS (ESI): mass calcd. for C17H14O3S, 298.1; m/z found, 299.1 [M+H]+. 1H NMR (500 MHz, CDCl3): 7.98 (s, 1H), 7.75 (d, J=8.8, 1H), 7.53-7.30 (m, 6H), 7.10 (dd, J=8.8, 2.3, 1H), 5.14 (s, 2H), 3.92 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399465B2
Source datasetuspto-grants-2013_03
ORD IDord-8f0c8ffa686644709134961ef7a4996b
Source noteuspto-grants-2013_03