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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2184516Generated: October 30, 2026

Sodium Hydroxide → HCID 21959997, compound

https://huagongshe.com/reaction/2184516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantN-[3-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]phenyl]acetamideHCID 21959998—
SolventHydrochloric AcidHCID 313—
ProductHCID 21959997HCID 21959997—

Reaction Conditions

Temperature100 °C

Reaction Steps

A stirred mixture of N-[3-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidiny]propoxy]phenyl]acetamide (9.2 g, 22 mmol), prepared as described in the previous example, in 15% hydrochloric acid (110 ml) was heated at 100° C. for 2.5 hours until a homogeneous solution resulted The reaction was cooled to 0° C. in an ice bath and basified with 50% NaOH. The product was extracted with ethyl acetate (3×200 ml). The ethyl acetate solution was washed with water, brine, then dried over Na2SO4. The solvent was removed The crude product was purified on a flash chromatography column. The product thus obtained was a solid: 6.6 g (80%). Recrystallization from hot ethanol (50 ml) gave 3-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]aniline as off-white crystals: 3.46 g, m.p.=115°-117° C. ANALYSIS: Calculated for C21H24FN3O2: 68.27%C 6,55%H 11.37%N Found: 68.34%C 6.53%H 11.31%N

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE037729E1
Source datasetuspto-grants-2002_06
ORD IDord-635c345952bf42749c6f36a00ff62406
Source noteuspto-grants-2002_06