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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78909Generated: October 29, 2026

Acetic Acid → Cis-(6-benzhydryl-tetrahydropyran-3-yl)-(4-bromo-benzyl)-amine

https://huagongshe.com/reaction/78909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-BromobenzaldehydeHCID 70741—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantCis-(6-benzhydryl-tetrahydropyran-3-yl)-amineHCID 11565229—
Solvent1,2-DichloroethaneHCID 11—
SolventMethanolHCID 887—
ProductCis-(6-benzhydryl-tetrahydropyran-3-yl)-(4-bromo-benzyl)-amineHCID 6663102080%

Reaction Steps

Trans-5-amino-2-diphenylmethyl-tetrahydropyran 15 (0.04 g, 0.15 mmol) was reacted with 4-bromobenzaldehyde (0.028 g, 0.15 mmol) in the presence of glacial acetic acid (0.009 g, 0.15 mmol) in 1,2-dichloroethane (20 ml), and NaCNBH3 (0.012 g, 0.18 mmol) in methanol (5 ml) (Procedure D) to give compound 16l (0.052 g, 80%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841464B2
Source datasetuspto-grants-2014_09
ORD IDord-1bed559114ea41f481ac7daff3b44161
Source noteuspto-grants-2014_09