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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192952Generated: October 31, 2026

Methanol → HCID 59739573, compound

https://huagongshe.com/reaction/1192952

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 10535422HCID 10535422—
SolventDiethyl EtherHCID 3283—
ProductHCID 59739573HCID 59739573123.5%

Reaction Conditions

Temperature40 °C

Reaction Steps

5-Cyano-4-methoxycarbonyl-3-methyl-isothiazole (1.14 g, 6.3 mmol) was dissolved in diethyl ether (20 ml) and methanol (0.38 ml, 9.4 mmol). Lithium borohydride (204 mg, 9.4 mmol) was added and the mixture was stirred at 40° C. for 2 hours. The reaction was quenched by addition of aqueous hydrochloric acid (1M) (20 ml). The two phases were separated and the aqueous phase was extracted with diethyl ether (2×20 ml). The combined organic phases were dried over magnesium sulfate and concentrated to give a crude product (1.2 g), which consisted of a 1:1 mixture of methyl ester and product. The mixture was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680290B2
Source datasetuspto-grants-2014_03
ORD IDord-84e7d8ce7f24449f9d76e83aa2cdd066
Source noteuspto-grants-2014_03