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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279567Generated: October 29, 2026

Water → HCID 86705552, compound

https://huagongshe.com/reaction/2279567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
ReactantHCID 86705551HCID 86705551—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 86705552HCID 8670555286.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirred solution of 366 (810 mg, 1.88 mmol) in DMSO (4 mL) at RT was added NaCN (102 mg, 2.07 mmol) and the resulting mixture was stirred at 80° C. overnight. The mixture was poured into water, extracted with EtOAc, washed with brine, dried (MgSO4), and concentrated. The product was purified by SiO2 chromatography eluting with 20% EtOAc/hexanes to afford 534 mgs (86%) of (R)-tert-butyl 3-cyano-1-(3,4-dichlorophenyl)propylcarbamate (368).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133187B2
Source datasetuspto-grants-2015_09
ORD IDord-4427b84bea63491d9f5c3af5913fcc2e
Source noteuspto-grants-2015_09