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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391252Generated: October 31, 2026

Sodium Iodide → HCID 86655158, compound

https://huagongshe.com/reaction/391252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantP-AnisidineHCID 7732—
ReactantTriethylamineHCID 8471—
ReactantHCID 86655159HCID 86655159—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 86655158HCID 86655158120.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

To (1R)-1-methyl-2-oxo-2-tetrahydro-1-H-1-pyrrolylethyl 2,6-dibromohexanoate (1.2 g, 3.0 mmol), NaI (0.9 g, 6.0 mmol), triethylamine (0.9 g, 9.0 mmol) and tetrahydrofuran (6 mL) were added. To the solution, p-methoxyaniline (443 mg, 3.6 mmol) and tetrahydrofuran (6 mL) were added. The mixture was stirred at 40° C. for 20 hours. To the mixture, water and ethyl acetate were added for extraction. The obtained extract was dried with anhydrous magnesium sulfate, and the solvent was removed away under reduced pressure in order to obtain 1.3 g of oil. The oil was purified with silica gel column using ethyl acetate to obtain 793 mg of white solid (2.2 mmol, yield: 73%, The diastereo ratio calculated by NMR analysis was 92:8.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383833B2
Source datasetuspto-grants-2013_02
ORD IDord-298ec92300304cfeb5b75aeabc30096d
Source noteuspto-grants-2013_02