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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 583384Generated: October 25, 2026

1-Bromooctane → 3-Formyl-2-[(4-methoxy-benzenesulfonyl)-octyl-amino]-benzoic acid methyl ester

https://huagongshe.com/reaction/583384

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromooctaneHCID 8140—
ReactantSodium hydrideHCID 24758—
Reactant3-Formyl-2-(4-methoxy-benzenesulfonylamino)-benzoic acid methyl esterHCID 54361995—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product3-Formyl-2-[(4-methoxy-benzenesulfonyl)-octyl-amino]-benzoic acid methyl esterHCID 8675431449%

Reaction Steps

To a solution of 1.0 g (2.865 mmol) of the product of Example 321 in 7.5 mL of DMF was added 0.143 g (3.582 mmol) of 60% sodium hydride followed by 0.74 mL (4.30 mmol) of n-octyl bromide. The reaction was stirred overnight at room temperature then diluted with ether, washed with water, dried over MgSO4, filtered and concentrated in vacuo. The resulting residue was chromatographed on silica gel eluting with EtOAc/hexanes (1:3) to provide 0.592 g (49%) of the product as a white solid. Electrospray Mass Spec: 462.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05929097
Source datasetuspto-grants-1999_07
ORD IDord-fb003c3b913a4a798aaa53e08cc07606
Source noteuspto-grants-1999_07