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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630420Generated: November 1, 2026

Ethanol → HCID 67469341, compound

https://huagongshe.com/reaction/630420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAmmonium ChlorideHCID 25517—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 67469370HCID 67469370—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67469341HCID 6746934181%

Reaction Steps

To a solution of methyl 4-amino-5-cyano-2-methoxybenzoate (intermediate 129; 0.59 g, 2.88 mmol) in tetrahydrofuran (40 mL) was added dropwise lithium tetrahydroborate 2M (21.7 mL, 43.4 mmol) at 0° C. under nitrogen atmosphere. After 5 minutes was added dropwise ethanol (7.5 mL). The mixture was stirred for five days at room temperature. Then the crude was poured into a saturated solution of ammonium chloride and ice, and stirred for 10 minutes. The crude was extracted with ethyl acetate and washed with water and brine, dried and the solvent was removed under reduced pressure to obtain the title compound as a white solid (81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315463B2
Source datasetuspto-grants-2016_04
ORD IDord-c8ffdd81473c452e8f24b46e9006343c
Source noteuspto-grants-2016_04