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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555373Generated: October 31, 2026

Dimethylformamide → HCID 24965466, compound

https://huagongshe.com/reaction/555373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 24963336HCID 24963336—
SolventDichloromethaneHCID 6344—
ProductHCID 24965466HCID 2496546688%

Reaction Steps

To a solution of 4-[4-(1,3,3-trimethyl-6-aza-bicyclo[3.2.1]octane-6-carbonyl)-phenoxy]-cyclohexanecarboxylic acid (4 g, 10.01 mmol) in DCM (75 mL) was added thionylchloride (1.5 mL) and dry DMF (0.5 mL). The resulting mixture was stirred for 16 hrs at room temperature and the volatiles evaporated in vacuo. The residue was dissolved in DCM (50 mL), added dropwise to an ice cooled solution of conc. aqueous ammoniac (150 mL) and TEA (7 mL) and stirred for 1 hr. The phases were separated and the organic phase dried (Na2SO4), filtered and evaporated which afforded 3.5 g (88%) of the title compound as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053447B2
Source datasetuspto-grants-2011_11
ORD IDord-67dd26d97b944f85a66be925a4fcbe40
Source noteuspto-grants-2011_11