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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 990242Generated: November 1, 2026

1-Butanol → HCID 135816376, compound

https://huagongshe.com/reaction/990242

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-ButanolHCID 263—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
ReactantHCID 135816345HCID 135816345—
ProductAmmoniaHCID 222—
ProductHCID 135816376HCID 13581637659%

Reaction Conditions

Temperature110 °C

Reaction Steps

Potassium bis(trimethylsilyl)amide (35 mg, 0.176 mmol) was added to a solution of the title compound of Example 146 (80 mg, 0.145 mmol) in n-butanol (2 ml), and the reaction stirred at 110° C. for 6½ hours. The cooled mixture was concentrated under reduced pressure and the residue partitioned between ethyl acetate (20 ml) and sodium bicarbonate solution (10 ml). The phases were separated, the organic layer washed with additional sodium bicarbonate solution (10 ml), brine (10 ml), dried (MgSO4) and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel using an elution gradient of dichloromethane:methanol:0.88 ammonia (100:0:0 to 99.6:0.4:0.5) to afford the title compound (50 mg, 59%) as a white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06458951B2
Source datasetuspto-grants-2002_10
ORD IDord-261b172dc13f4a8989b7838d29a160e9
Source noteuspto-grants-2002_10