Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391251Generated: November 2, 2026

Sodium Iodide → HCID 86655156, compound

https://huagongshe.com/reaction/391251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantP-AnisidineHCID 7732—
ReactantTriethylamineHCID 8471—
ReactantSodium SulfiteHCID 24437—
ReactantHCID 86655157HCID 86655157—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86655156HCID 86655156150.8%

Reaction Conditions

Temperature37 °C

Reaction Steps

To (1R)-1-methyl-2-oxo-2-tetrahydro-1-H-1-pyrrolylethyl 2-bromohexanoate (4.8 g, 15 mmol), NaI (2.3 g, 15 mmol), triethylamine (2.4 g, 24 mmol) and tetrahydrofuran (5 mL) were added. To the solution, p-methoxyaniline (2.4 g, 20 mmol) and tetrahydrofuran (5 mL) were added. The mixture was stirred at 37° C. for 1 hour and then at 20° C. for 5 hours. To the mixture, a saturated sodium sulfite aqueous solution and ethyl acetate were added for extraction. The obtained extract was dried with anhydrous magnesium sulfate, and then the solvent was removed away in reduced pressure in order to obtain 8.2 g of oil. The conversion ratio to the obtained compound was 1000, and the diastereo ratio calculated by NMR analysis was 94.5:5.5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383833B2
Source datasetuspto-grants-2013_02
ORD IDord-5e6636dc6ad3478894fa3a2aa03b98ea
Source noteuspto-grants-2013_02