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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603435Generated: October 31, 2026

1-Bromo-2-butanone → HCID 135974501, compound

https://huagongshe.com/reaction/603435

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-2-butanoneHCID 13156—
ReactantVanillamideHCID 354088—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 135974501HCID 13597450173%

Reaction Conditions

Temperature125 °C

Reaction Steps

To a solution of the amide prepared in Example 171 (460 mg, 2.75 mmol) in toluene (3 mL) and 1,4-dioxane (3 mL) was added 1-bromo-2-butanone (623 mg, 4.13 mmol), and the solution was heated to 125° C. for 18 h. The reaction mixture was cooled to rt, and then concentrated under reduced pressure. Purification by silica gel chromatography (EtOAc:hexane (v/v)=4:1) gave 382 mg (73%) of the title compound as a yellow oil. 1H NMR (400 MHz, DMSO-d6): δ 9.60 (s, 1H), 7.78 (s, 1H), 7.39 (d, 1H), 7.36 (dd, 1H), 6.83 (d, 1H), 3.79 (s, 3H), 2.45 (m, 2H), 1.18 (t, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906653B2
Source datasetuspto-grants-2011_03
ORD IDord-c6d60af0d0c343cbbb1d840861b9ae18
Source noteuspto-grants-2011_03