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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481048Generated: October 31, 2026

Water → HCID 58820945, compound

https://huagongshe.com/reaction/1481048

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1,1-Dimethylethyl 2-cyanobutanoateHCID 53356472—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 58820945HCID 58820945—

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 2-cyano-butyric acid tert-butyl ester (810 mg, 4.79 mmoL) and DBU (1.4 mL, 9.58 mmol) in DMF (5 mL) was added iodomethane (1.2 mL, 19.20 mmol) dropwise at 0° C. The resulting mixture was heated to 40° C. for 24 hours. After cooling to room temperature, H2O (50 mL) and EtOAc (50 mL) were added. The layers were separated and the aqueous layer was extracted twice with EtOAc. The combined organic layers were dried over MgSO4, concentrated, and purified by flash chromatography (0-30% EtOAc/hexanes) to give the title compound in 650 mg. 1H NMR (CDCl3, 200 MHz): δ=2.05-1.6 (m, 2H), 1.53 (s, 3H), 1.50 (s, 9H), 1.07 (t, 3H, J=7.3 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409892B2
Source datasetuspto-grants-2016_08
ORD IDord-edae5a64dc1849c4adb485ad90103a16
Source noteuspto-grants-2016_08