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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 976310Generated: October 28, 2026

Hydrochloric Acid → HCID 14373257, compound

https://huagongshe.com/reaction/976310

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantSodium borohydrideHCID 4311764—
Reactant120067-47-2HCID 14373255—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 14373257HCID 1437325778.6%

Reaction Steps

To a suspension of 27.3 parts of intermediate 18, namely 6-benzoyl-3,4-dihydro-2(1H)-quinolinone, in 790 parts of methanol were added 115 parts of an aqueous sodium hydroxide solution 1N. After stirring for 10 min., there were added at once 4.54 parts of sodium tetrahydroborate. Stirring was continued over weekend at room temperature. Them were added 110 ml of HCl 1N and 1000 parts of water. The precipitate was faltered off, stirred in water for 15 min and then taken up in a mixture of methanol and methylbenzene. This solution was evaporated and the residue was co-evaporated with methylbenzene. The product was filtered off and dried at 70° C., yielding 21.9 parts (78.6%) of 3,4-dihydro-6-(hydroxyphenylmethyl)-2(1H)-quinolinone; mp. 175.0° C. (interm. 19).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05612354
Source datasetuspto-grants-1997_03
ORD IDord-b21883ff59fd4044b3a5b23a74489308
Source noteuspto-grants-1997_03