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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1866053Generated: October 25, 2026

8-Hydroxy-2-tetralone → N-(2-nitrobenzenesulfonyl)-N-(2-pyridinylmethyl)-N'-(8-hydroxy-1,2,3,4-tetrahydro-2-naphthalenyl)-1,4-benzenedimethanamine

https://huagongshe.com/reaction/1866053

Reaction equation

Participants

RoleNameHCIDCharge
Reactant8-Hydroxy-2-tetraloneHCID 577766—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantN-(2-nitrobenzenesulfonyl)-N-(2-pyridinylmethyl)-1,4-benzenedimethanamineHCID 22708748—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
ProductN-(2-nitrobenzenesulfonyl)-N-(2-pyridinylmethyl)-N'-(8-hydroxy-1,2,3,4-tetrahydro-2-naphthalenyl)-1,4-benzenedimethanamineHCID 22708785105.3%

Reaction Steps

Using General Procedure B: Reaction of 8-hydroxy-2-tetralone (110 mg, 0.68 mmol), N-(2-nitrobenzenesulfonyl)-N-(2-pyridinylmethyl)-1,4-benzenedimethanamine (280 mg, 0.68 mmol) and NaBH(OAc)3 (287 mg, 1.4 mmol) in a mixture of CH2Cl2 (10 mL) and acetic acid (0.2 mL) for 18 hours gave, after work-up, ˜400 mg (quant. yield) of the title compound as a yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629337B2
Source datasetuspto-grants-2009_12
ORD IDord-636f3dec9a8342e9a9a8c5fc7f1002b7
Source noteuspto-grants-2009_12