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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739829Generated: November 1, 2026

Sodium borohydride → (+/-)-6-[(4-chlorophenyl)hydroxymethyl]-1-methyl-4-(3-propoxyphenyl)-2(1H)-quinolinone

https://huagongshe.com/reaction/1739829

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant6-(4-chlorobenzoyl)-1-methyl-4-(3-propoxyphenyl)-2(1H)-quinolinoneHCID 21837479—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product(+/-)-6-[(4-chlorophenyl)hydroxymethyl]-1-methyl-4-(3-propoxyphenyl)-2(1H)-quinolinoneHCID 21837484100%

Reaction Steps

A solution of interm. (7-i) (3.55 g) in methanol (20 ml) and THF (20 ml) was cooled. Sodium borohydride (0.37 g) was added portionwise. The mixture was stirred at room temperature for 30 minutes, hydrolized and extracted with DCM. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated till dryness, yielding 3.5 g (100%) of (±)-6-[(4-chlorophenyl)hydroxymethyl]-1-methyl-4-(3-propoxyphenyl)-2(1H)-quinolinone (interm. 7-j).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05968952
Source datasetuspto-grants-1999_10
ORD IDord-518d7e08f5634b4fa1b3c339ea6c09e3
Source noteuspto-grants-1999_10