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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103082Generated: October 30, 2026

Sodium borohydride → 6'-methoxy-5',7'-dimethyl-3',4'-dihydro-1'H-spiro[cyclobutane-1,2'-quinolin]-4'-ol

https://huagongshe.com/reaction/2103082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant6'-methoxy-5',7'-dimethyl-1'H-spiro[cyclobutane-1,2'-quinolin]-4'(3'H)-oneHCID 69055230—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Product6'-methoxy-5',7'-dimethyl-3',4'-dihydro-1'H-spiro[cyclobutane-1,2'-quinolin]-4'-olHCID 69056348—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 6′-methoxy-5′,7′-dimethyl-1′H-spiro[cyclobutane-1,2′-quinolin]-4′(3′H)-one (1 g) in a mixture of 35 mL methanol and 15 mL CH2Cl2, was added NaBH4 (2 g) slowly at 0° C. The reaction mixture was stirred at 0° C. for 15 minutes and then at room temperature for three days. The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was dried with Na2SO4 and evaporated, to yield 6′-methoxy-5′,7′-dimethyl-3′,4′-dihydro-1′H-spiro[cyclobutane-1,2′-quinolin]-4′-ol was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576094B2
Source datasetuspto-grants-2009_08
ORD IDord-c0fbd68fd053456da0c07c85ab9d59d7
Source noteuspto-grants-2009_08