Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948387Generated: November 1, 2026

Methyl iodide → Benzyl [(1R)-2-methoxy-1-methylethyl]carbamate

https://huagongshe.com/reaction/1948387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantBenzyl ((2R)-1-hydroxypropan-2-yl)carbamateHCID 6951254—
CatalystSilver(II) oxideHCID 92152—
SolventAcetonitrileHCID 6342—
ProductBenzyl [(1R)-2-methoxy-1-methylethyl]carbamateHCID 8664335071.5%

Reaction Steps

To a solution of benzyl [(1R)-2-hydroxy-1-methylethyl]carbamate (0.5 g, 2.38 mmol) in acetonitrile (20 mL), silver oxide (3.8 g, 13.09 mmol) is added followed by the addition of methyl iodide (1.94 mL, 23.8 mmol). The resultant mixture was stirred overnight at room temperature. The insoluble salt was filtered off and the filtrate was concentrated. The residue was flashed using silica and Ethyl acetate/hexanes system as eluent to give the desired product as clear oil (0.38 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399489B2
Source datasetuspto-grants-2013_03
ORD IDord-623a13dc66014028b2ce2f1c8414dec1
Source noteuspto-grants-2013_03