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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82279Generated: October 27, 2026

Dimethyl Sulfate → N-Boc-1-methoxy-2-methyl-2-propanamine

https://huagongshe.com/reaction/82279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantPotassium HydroxideHCID 14797—
Reactanttert-butyl N-(1-hydroxy-2-methylpropan-2-yl)carbamateHCID 14578673—
Solvent1,4-DioxaneHCID 31275—
ProductN-Boc-1-methoxy-2-methyl-2-propanamineHCID 2125568788%

Reaction Steps

KOH (3.47 g, 61.82 mmol) was added to a solution of (2-Hydroxy-1,1-dimethyl-ethyl)-carbamic acid tert-butyl ester (Preparation 253, 3.9 g, 20.6 mmol) in 1,4-dioxane (30 mL) followed by the slow addition of dimethyl sulphate at room temperature. The mixture was further allowed to stir at room temperature for 48 hours. Reaction mass was filtered through a short pad of celite, washed with DCM (3×50 mL). The combined filtrate was washed with water (2×50 mL), brine (30 mL), dried over sodium sulphate and evaporated in vacuo to afford the title compound as yellow oil in 88% yield, 3.7 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846698B2
Source datasetuspto-grants-2014_09
ORD IDord-72f2dbe78faf4edbb6c33f91bdd6f0a2
Source noteuspto-grants-2014_09