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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693236Generated: November 2, 2026

Diethyl Ether → HCID 57827731, compound

https://huagongshe.com/reaction/1693236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantN-bromobutanimideHCID 67184—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 57827646HCID 57827646—
SolventSulfuric AcidHCID 1118—
ProductHCID 57827731HCID 5782773195.6%

Reaction Steps

(±)-(4aR*,8aS*)-8a-(2,4-Difluoro-phenyl)-4a,5,6,7,8,8a-hexahydro-4H-benzo[d][1,3]thiazin-2-ylamine (270 mg) was dissolved in concentrated sulfuric acid (3 mL). N-Bromosuccinimide (170 mg) was added in an ice bath, and the mixture was stirred at the same temperature for two hours. Ice was added to terminate the reaction, followed by dilution with ether. The reaction solution was neutralized with a sodium bicarbonate solution, and the aqueous layer was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (330 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158620B2
Source datasetuspto-grants-2012_04
ORD IDord-41254b54fa444ce78465e2684f4be51f
Source noteuspto-grants-2012_04