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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909449Generated: October 31, 2026

Water → HCID 66681701, compound

https://huagongshe.com/reaction/909449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 66683402HCID 66683402—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66681701HCID 6668170194%

Reaction Conditions

Temperature0 °C

Reaction Steps

t-Butyl 2-{3-[(1S)-2-methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]phenyl}-1H-pyrrole-1-carboxylate (2.70 g, 5.38 mmol) synthesized in Example (13b) was dissolved in tetrahydrofuran (50 mL), and cooled to 0° C. After addition of N-bromosuccinimide (960 mg, 5.38 mmol) with stirring under nitrogen atmosphere, stirring was carried out at room temperature for 4 hours. Water (50 mL) was added, and extraction was carried out with ethyl acetate (50 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=20%-40%) to afford the desired compound (2.93 g, yield 94%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017610B2
Source datasetuspto-grants-2011_09
ORD IDord-5690e3bf706b413aa56f617639293ada
Source noteuspto-grants-2011_09