Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252997Generated: October 30, 2026

Methyl iodide → HCID 66861123, compound

https://huagongshe.com/reaction/252997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium HydroxideHCID 14798—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 66291331HCID 66291331—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 66861123HCID 6686112390%

Reaction Conditions

Temperature100 °C

Reaction Steps

Sodium hydroxide (10.6 mg, 0.264 mmol) was added to a solution of 54 mg (0.176 mmol) of (R)-(4-bromophenyl)(3-hydroxypyrrolidin-1-yl)methanone in dimethyl sulfoxide (1 ml) synthesized in the same manner as in step (i) of Reference Example 8, 0.11 ml (1.76 mmol) of methyl iodide was then added thereto, and the mixture was stirred at 100° C. for 20 hr. A saturated aqueous sodium hydrogencarbonate solution was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine in that order, was dried over anhydrous sodium sulfate, and was then filtered. The filtrate was concentrated under the reduced pressure, and the residue was purified by preparative thin layer chromatography (chloroform:methanol:28% aqueous ammonia=9:2:0.2) to give 45 mg (yield 90%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07871982B2
Source datasetuspto-grants-2011_01
ORD IDord-8de78c355f104eb1a0ec20c0830c45be
Source noteuspto-grants-2011_01