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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1643420Generated: November 2, 2026

4-Nitrobenzoyl chloride → [(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methyl 4-nitrobenzoate

https://huagongshe.com/reaction/1643420

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Nitrobenzoyl chlorideHCID 8502—
Reactant[(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methanolHCID 15858737—
SolventDichloromethaneHCID 6344—
Product[(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methyl 4-nitrobenzoateHCID 66754235—

Reaction Steps

To a stirred solution of compound obtained in Step B (3.59 g, 14.24 mmol) and TEA (1.98 ml, 14.24 mmol) in DCM (50 ml), 4-Nitrobenzoyl chloride (2.64 g, 14.24 mmol) was added and the reaction was stirred overnight at r.t. The organic phase was washed with a solution of NaH2PO4 5% and brine, dried (MgSO4) and evaporated under reduced pressure. The crude was crystallized from EtOAc at 0° C. adding n-hexane. The product was obtained as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119806B2
Source datasetuspto-grants-2012_02
ORD IDord-c600c2484f524205b7b19e09794f0b8d
Source noteuspto-grants-2012_02