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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1684056Generated: November 2, 2026

Lawesson's reagent → HCID 19041796, compound

https://huagongshe.com/reaction/1684056

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant(2S,4S,5R,5aS)-4-(1,3-Benzodioxol-5-yl)-2,3,4,5-tetrahydro-7-methoxy-5-methyl-8H-2,5a-methano-1-benzoxepin-8-oneHCID 9819306—
SolventTolueneHCID 1140—
ProductHCID 19041796HCID 19041796—

Reaction Conditions

Temperature60 °C

Reaction Steps

Lawesson's reagent (119.3 mg, 0.3 mmoles) is added to a stirred solution of futoenone (200 mg, 0.59 mmoles) in toluene (4 ml). The reaction is heated to 60° C. in an oil bath for 2-3 h. TLC of the reaction mixture shows almost complete conversion of starting material. The reaction turns from a green to violet upon heating. The reaction is concentrated in vacuo and purified by MPLC on silica gel using ethyl acetate. A purple foam (154.2 mg, 73.5%) forms upon drying in vacuo. M+(CI)=357. 1H NMR ppm: 0.59 (3H, d), 1.72 (1H, t), 2.07 (1H, m), 2.21 (1H, d), 2.30 (1H, m), 2.43 (1H, m), 2.58 (1H, m), 3.71 (3H, s), 5.08 (1H, t), 5.46 (1H, s), 5.92 (2H, s), 6.65 (4H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05639782
Source datasetuspto-grants-1997_06
ORD IDord-11f74f12132540f48688b89372b376d1
Source noteuspto-grants-1997_06