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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952596Generated: November 3, 2026

Metaperiodic acid → 3-Chloro-thiophene-2,5-dicarboxylic acid 2-methyl ester

https://huagongshe.com/reaction/1952596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMetaperiodic acidHCID 65185—
Reactant3-Chloro-5-hydroxymethyl-thiophene-2-carboxylic acid methyl esterHCID 68226574—
CatalystHCID 178418287HCID 178418287—
SolventAcetonitrileHCID 6342—
SolventEthyl AcetateHCID 8857—
Product3-Chloro-thiophene-2,5-dicarboxylic acid 2-methyl esterHCID 6822662786.5%

Reaction Steps

A mixture of 3-chloro-5-hydroxymethyl-thiophene-2-carboxylic acid methyl ester (1.3 g, 6.29 mmol) and Periodic Acid (3.15 g, 13.84 mmol) in MeCN (40 ml) was stirred for 30 min. A solution of PCC (0.027 g, 0.13 mmol) in MeCN (2 ml) was added. After 5 h, the reaction mixture was diluted with EtOAc (250 ml), washed with sodium sulfite, brine, dried over sodium sulfate, filtered and evaporated. Isolate 1.20 g (86%) of yellow solid product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404859B2
Source datasetuspto-grants-2013_03
ORD IDord-6510020dc4b34ec485fafb8414a092cf
Source noteuspto-grants-2013_03