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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1737439Generated: October 30, 2026

Dimethylformamide → HCID 19366931, compound

https://huagongshe.com/reaction/1737439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantHCID 19367002HCID 19367002—
SolventHexaneHCID 8058—
ProductHCID 19366931HCID 1936693192%

Reaction Conditions

Temperature90 °C

Reaction Steps

NaH (158 mg, 6.56 mmol) was added to 4-(2,5-difluorophenyl)-4-hydroxymethyl-1-methylpiperidine (1.45 g, 6.56 mmol) in DMF (20 mL). The slurry was heated to 90° C. for 6 h. The reaction was diluted with hexane (200 mL), washed with water (200 mL), brine (50 mL), dried (MgSO4), and concentrated to yield 1.21 g (92%) of the title compound as a white crystalline solid; 1H NMR (400 MHz, CDCl3) δ 6.98 (dd, 1H), 6.54 (dt, 1H), 6.48 (dd, 1H), 4.37 (s, 2H), 2.84 (m, 2H), 2.31 (s, 3H), 1.97 (4H, pentuplet), 1.71 (m, 2H) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05962462
Source datasetuspto-grants-1999_10
ORD IDord-4d44ed8eb1c544b39c2ef3e62b983734
Source noteuspto-grants-1999_10