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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13942Generated: October 26, 2026

Methyl chloroformate → (+/-)-Methyl (5-chloro-2,3-dihydronaphtho[1,2-b]furan-2-yl)methylcarbamate

https://huagongshe.com/reaction/13942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantMethyl p-toluenesulfonateHCID 6645—
ReactantDiisopropylethylamineHCID 81531—
Reactant(+/-)-(5-Chloro-2,3-dihydronaphtho[1,2-b]furan-2-yl)methylamineHCID 11436234—
Product(+/-)-Methyl (5-chloro-2,3-dihydronaphtho[1,2-b]furan-2-yl)methylcarbamateHCID 8659855693%

Reaction Steps

Treatment of (±)-(5-chloro-2,3-dihydronaphtho[1,2-b]furan-2-yl)methylamine (2.60 g, 9.62 mmol) with diisopropylethylamine (3.73 g, 28.85 mmol) and methyl chloroformate (1.36 g, 9.62 mmol) generally according to the procedure described for Intermediate 7 afforded 2.60 g (93%) of (±)-methyl (5-chloro-2,3-dihydronaphtho[1,2-b]furan-2-yl)methylcarbamate as a white solid. mp 128-130° C.; Anal. calcd. for C15H14ClNO3: C, 61.76; H, 4.84; N, 4.80. Found: C, 61.43; H, 4.87; N, 4.68.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728155B2
Source datasetuspto-grants-2010_06
ORD IDord-89a55ca56b2f4c6cad993fd79d796618
Source noteuspto-grants-2010_06