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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1907737Generated: November 1, 2026

Thioglycolic Acid → HCID 59737563, compound

https://huagongshe.com/reaction/1907737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThioglycolic AcidHCID 1133—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 59737515HCID 59737515—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
ProductHCID 59737563HCID 5973756368%

Reaction Steps

To a solution of 247 (0.65 g, 0.86 mmol) in DMF (5 mL) was added mercaptoacetic acid (0.103 g, 1.12 mmol) followed by solid lithium hydroxide (0.108 g, 2.58 mmol). The reaction mixture was allowed to stir at room temperature for 18 h and then at 70° C. for 4 h. The reaction mixture was concentrated, diluted with AcOEt and extracted with H2O, saturated NaHCO3, brine, dried over MgSO4, filtered and concentrated to give a yellow oil which was purified by flash chromatography (eluents: 100% EtOAc then 2.5% MeOH/1% Et3N/96.5% EtOAc and finally, 5% MeOH/1% Et3N/94% EtOAc) to provide title compound 248 (0.333 g, 68% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598168B2
Source datasetuspto-grants-2013_12
ORD IDord-d42de482b728451c9591e83346a5f9f3
Source noteuspto-grants-2013_12