Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921830Generated: October 31, 2026

Tetrahydrofuran → HCID 89923055, compound

https://huagongshe.com/reaction/921830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 89922720HCID 89922720—
SolventMethanolHCID 887—
ProductHCID 89923055HCID 8992305561.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

5-amino-4-chloro-2-(3-oxopropyl)benzonitrile (200 mg, 0.959 mmol) was taken up in MeOH (2 mL) and THF (2 mL) and cooled to 0° C. NaBH4 (54.4 mg, 1.438 mmol) was added, and the reaction was stirred at 0° C. for 6 h (reaction followed by TLC). The reaction was quenched with water and extracted 2× with DCM. The organic layers were combined, dried over Na2SO4, filtered, and concentrated. The material was purified by flash column chromatography (0-50% EtOAc/DCM; 40 g column). 5-amino-4-chloro-2-(3-hydroxypropyl)benzonitrile (125 mg) was obtained as a yellow glass.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273057B2
Source datasetuspto-grants-2016_03
ORD IDord-ed472b29d017431598a51216ad6d8ea5
Source noteuspto-grants-2016_03