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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 346024Generated: October 26, 2026

Dicyclohexylcarbodiimide → cis-3-(3-Methoxyphenoxy)-6-(2-quinolyl)methoxy-4-chromanyl N,N-Dimethylglycinate

https://huagongshe.com/reaction/346024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantN,N-Dimethylglycine hydrochlorideHCID 75605—
Reactant(+/-)-cis-3-(3-Methoxyphenoxy)-6-(2-quinolyl)methoxy-4-chromanolHCID 86745187—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Productcis-3-(3-Methoxyphenoxy)-6-(2-quinolyl)methoxy-4-chromanyl N,N-DimethylglycinateHCID 67592358—

Reaction Steps

To a solution of the title product of Example 26 (0.493 g), 4-(dimethylamino)pyridine (0.226 g) and N,N-dimethylglycine hydrochloride (0.193 g) in 30 ml of CH2Cl2 was added a solution of dicyclohexylcarbodiimide in 5 ml of CH2Cl2. After stirring 18 hours, by-product dicyclohexyl urea was recovered by filtration and the filtrate stripped to an oily solid which was chromatographed on a silica gel column with ether as eluant to yield purified title product, 0.44 g. 1H-NMR(CDCl3)delta(ppm): 2.15 (s, 6H), 3.15 (s, 2H), 3.80 (s, 3H), 4.30 (d, J=5Hz, 2H), 4.90 (m, 1H), 6.30 (d, J=3, 1H), 6.30-8.30 (m, 13H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05059609
Source datasetuspto-grants-1991_10
ORD IDord-287602f428a5480abfc0bad1b5de47a5
Source noteuspto-grants-1991_10