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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557914Generated: October 31, 2026

Dimethyl Sulfoxide → HCID 178519038, compound

https://huagongshe.com/reaction/557914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantPhenolHCID 996—
ReactantAnilineHCID 6115—
ReactantAmmonium AcetateHCID 517165—
ReactantHCID 66661906HCID 66661906—
SolventWaterHCID 962—
ProductHCID 178519038HCID 178519038—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of (1R)-1′-({1-[4-(6-fluoropyridin-3-yl)phenyl]cyclopropyl}carbonyl)-3H-spiro[2-benzofuran-1,3′-pyrrolidin]-3-one (20.0 mg, 0.0000467 mol, see example 250 for the preparation), and ammonium acetate (0.0216 g, 0.000280 mol) in dimethyl sulfoxide (0.5 mL, 0.007 mol) and water (0.1 mL) was heated at 100° C. in a sealed tube overnight. The major product was the phenol rather than the aniline derivative. The product was isolated and purified by prep-HPLC. LC-MS: 427.2 (M+H+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058288B2
Source datasetuspto-grants-2011_11
ORD IDord-b83ce57f2fae4b0b8ebdd4d403545072
Source noteuspto-grants-2011_11