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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 505442Generated: October 30, 2026

p-Toluenesulfonic acid monohydrate → HCID 86599621, compound

https://huagongshe.com/reaction/505442

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidineHCID 24903573—
SolventAcetonitrileHCID 6342—
ProductHCID 86599621HCID 8659962174.2%

Reaction Steps

6.40 g (30 mmol) of (2S,4R)-1-(tert-butoxycarbonyl)-4-hydroxy-pyrrolidine-2-carbonitrile was dissolved in 100 ml of acetonitrile and 8.56 g (45 mmol) of 4-methylbenzenesulphonic acid monohydrate was added to the solution. The mixture was stirred at room temperature for 24 hours and was evaporated under reduced pressure. 500 ml of diethyl ether was added to the resulting brown oil. It was stirred 10 minutes and kept in the refrigerator for a night. The resulting white crystalline material was filtered off and washed with diethyl ether. 6.31 g (73%) of the above product are obtained. M.p.: 110-113° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781455B2
Source datasetuspto-grants-2010_08
ORD IDord-2cda63b4719f4cb3886697187a10367a
Source noteuspto-grants-2010_08