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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1983708Generated: October 29, 2026

Sodium borohydride → 1-{4-(4-Chloro-phenyl)-1-[3-(7-isopropenyl-11H-10-oxa-1-aza-dibenzo[a,d]cyclohepten-5-ylidene)-propyl]-piperidin-4-yl}-ethanol

https://huagongshe.com/reaction/1983708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 66757593HCID 66757593—
SolventMethanolHCID 887—
Product1-{4-(4-Chloro-phenyl)-1-[3-(7-isopropenyl-11H-10-oxa-1-aza-dibenzo[a,d]cyclohepten-5-ylidene)-propyl]-piperidin-4-yl}-ethanolHCID 66758654—

Reaction Conditions

Temperature0 °C

Reaction Steps

The product of Example 457 (64 mg, 0.12 mmol) was dissolved in anhydrous methanol (2.5 mL) and the resulting solution cooled to 0° C. Sodium borohydride (37 mg, 1 mmol,) was added portionwise over 5 h. The reaction was quenched with water and concentrated. The crude product residue was purified by reverse phase HPLC (water, acetonitrile, formic acid gradient) to afford the titled compound (note elimination of tertiary benzylic alcohol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07541365B2
Source datasetuspto-grants-2009_06
ORD IDord-28dbdc80f1414e2387fb957c1402b4e1
Source noteuspto-grants-2009_06