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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111039Generated: October 30, 2026

Methanol → Sertraline Hydrochloride

https://huagongshe.com/reaction/2111039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantN-(4-(3,4-Dichlorophenyl)-3,4-dihydro-1(2H)-naphthalenylidene)methanamineHCID 9796475—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductSertraline HydrochlorideHCID 63009—

Reaction Steps

N-[4-(3,4-dichlorophenyl)-3,4-dihydro-1(2H) naphthalenylidene]methanamine (Ketimine) (50 g), methanol (300 ml), Raney Nickel (0.15 g wet basis) and o-dichlorobenzene (50 ml) are charged into a reaction vessel. The mixture is hydrogenated at 5 to 6 kg/cm2 over pressure of hydrogen for 6 to 7 hrs at about 28° C. to 30° C. The catalyst is removed by filtration and the cake is washed with 50 ml methanol. The cis to trans ratio is 87 to 89/9 to 13. The amount of dehalogenated by product is <0.1%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07518018B2
Source datasetuspto-grants-2009_04
ORD IDord-aa97970515484282bed163914ee0fe5f
Source noteuspto-grants-2009_04