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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2567Generated: October 25, 2026

Ethyl Acetate → Benzonitrile, 5-formyl-2-hydroxy-3-methoxy-

https://huagongshe.com/reaction/2567

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant5-BromovanillinHCID 18099—
ReactantDimethylacetamideHCID 31374—
SolventMethanolHCID 887—
ProductBenzonitrile, 5-formyl-2-hydroxy-3-methoxy-HCID 18359065—

Reaction Steps

A mixture of 23.1 g of 3-bromo-4-hydroxy-5-methoxy benzaldehyde, 9.3 g of cuprous cyanide and 140 ml of dimethyl acetamide (DMA) was refluxed for 2 hours with stirring. After cooling, the mixture was poured over ice and extract&d with an ethyl acetate--methanol mixture (90-10). The organic phase was washed and dried and the solvents were eliminated to obtain 18 g of crude product, which was used as is for the following step. It melted at 180° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05728828
Source datasetuspto-grants-1998_03
ORD IDord-d03242f3367b42868367bf19135dae30
Source noteuspto-grants-1998_03