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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 65295Generated: October 26, 2026

Isopropanol → Benzene, 1,2-dimethoxy-4-(2-nitroethyl)-

https://huagongshe.com/reaction/65295

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
Reactant3,4-Dimethoxy-beta-nitrostyreneHCID 222093—
ReactantSodium borohydrideHCID 4311764—
SolventDichloromethaneHCID 6344—
ProductBenzene, 1,2-dimethoxy-4-(2-nitroethyl)-HCID 10036050—

Reaction Steps

The nitrostyrene derivative (3) is then cooled to about -10°-10° C., treated with silica gel, and reduced using 1.5-4 equivalents of a boron-based reducing agent, e.g., sodium borohydride, with 2-propanol and an inert solvent, e.g., CH2Cl2, at -10°-10° C. for 20-60 minutes to produce a nitrophenylethane derivative of formula 4 (step 2). For example, 3,4-dimethoxy-β-nitrostyrene (3) is treated with 2-propanol and SiO2 in CH2Cl2 at 0°-10° C. for 20 minutes, followed by reduction with 1.5 eq NaBH4 at 5° C. for 30 minutes to yield 2-(3,4-dimethoxyphenyl)nitroethane (4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04613606
Source datasetuspto-grants-1986_09
ORD IDord-bd801b358ea64efea972f6bb1885035d
Source noteuspto-grants-1986_09