Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 453568Generated: October 30, 2026

Water → HCID 86643546, compound

https://huagongshe.com/reaction/453568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 59411381HCID 59411381—
ProductHCID 86643546HCID 8664354643%

Reaction Steps

To a solution of benzyl (5-formyl-2-methyl-3-thienyl)carbamate (1.6 g) in N,N-dimethylformamide (20 mL) was slowly added sodium hydride (60%, oily, 0.3 g) at 0° C., and the mixture was stirred at room temperature for 30 min. Methyl iodide (0.47 mL) was added to the reaction mixture, and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography to give benzyl (5-formyl-2-methyl-3-thienyl)methylcarbamate (0.72 g, yield 43%) as a yellow oil from a fraction eluted with ethyl acetate-hexane (1:3, volume ratio).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492405B2
Source datasetuspto-grants-2013_07
ORD IDord-cfe8d8ece6da476885b6406bda4192c1
Source noteuspto-grants-2013_07