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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78908Generated: October 30, 2026

Acetic Acid → Cis-(6-benzhydryl-tetrahydropyran-3-yl)-benzylamine

https://huagongshe.com/reaction/78908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBenzaldehydeHCID 240—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantCis-(6-benzhydryl-tetrahydropyran-3-yl)-amineHCID 11565229—
Solvent1,2-DichloroethaneHCID 11—
SolventMethanolHCID 887—
ProductCis-(6-benzhydryl-tetrahydropyran-3-yl)-benzylamineHCID 5865760086.5%

Reaction Steps

Trans-5-amino-2-diphenylmethyl-tetrahydropyran 15 (0.03 g, 0.11 mmol) was reacted with benzaldehyde (0.012 g, 0.11 mmol) in the presence of glacial acetic acid (0.007 g, 0.11 mmol) in 1,2-dichloroethane (20 ml), and NaCNBH3 (0.009 g, 0.14 mmol) in methanol (5 ml) (Procedure D) to give compound 16k (0.034 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841464B2
Source datasetuspto-grants-2014_09
ORD IDord-dc6be2b1b01e401c8348b71da275f3c2
Source noteuspto-grants-2014_09