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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1376205Generated: October 31, 2026

Formic Acid → methyl (3S)-3-hydroxy-3-(thiophen-2-yl)propanoate

https://huagongshe.com/reaction/1376205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantTriethylamineHCID 8471—
ReactantTriethylammonium formateHCID 11084032—
ReactantMethyl 2-oxo-3-(2-thienyl)propionateHCID 20277529—
SolventDichloromethaneHCID 6344—
Productmethyl (3S)-3-hydroxy-3-(thiophen-2-yl)propanoateHCID 10397541—

Reaction Conditions

Temperature36 °C

Reaction Steps

In a 1 l multinecked flask equipped with a sparging stirrer, reflux condenser and internal thermometer, an HCOOH/Et3N mixture (molar ratio 1:1) is prepared by gradually adding 41 ml of HCOOH dropwise within 20 min to 152 ml of Et3N with stirring and ice cooling. 190 g of methyl 2-oxo-3-(2-thienyl)propionate are added to this biphasic mixture, the homogeneous yellow solution is admixed with 0.1 l of dichloromethane and the entire mixture is degassed by passing through argon for 20 min. It is heated to 36° C. and the dark red catalyst solution is added all at once to the reaction mixture with vigorous stirring. Stirring is effected at 800 rpm while passing argon through the reaction mixture for 14 h.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169938B2
Source datasetuspto-grants-2007_01
ORD IDord-ede86787e12e40ffbd83a9e1826b8fe7
Source noteuspto-grants-2007_01