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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 587136Generated: October 28, 2026

Dimethylformamide → HCID 68287222, compound

https://huagongshe.com/reaction/587136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 29926342HCID 29926342—
ProductHCID 68287222HCID 6828722285%

Reaction Steps

A suspension of sodium hydride (0.13 g, 5.4 mmol) in DMF (4 mL) was cooled with ice and a solution of the intermediate alcohol of Step 2 (0.97 g, 4.5 mmol) in DMF (1 mL) was added dropwise. After stirring for 30 min at room temperature iodomethane (0.96 g, 6.8 mmol) was added and the mixture was stirred over night. The mixture was quenched with saturated NH4Cl-solution and extracted with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4 and concentrated under reduced pressure to leave the crude (R)—N-Boc-2-methoxymethylpiperidine (0.88 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09226929B2
Source datasetuspto-grants-2016_01
ORD IDord-1167c80560fc47b39bbb61dcfed5dcf3
Source noteuspto-grants-2016_01