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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925189Generated: October 30, 2026

Methanol → HCID 69702067, compound

https://huagongshe.com/reaction/925189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTrimethylsilyl iodideHCID 85247—
ReactantHCID 90272380HCID 90272380—
SolventChloroformHCID 6212—
ProductHCID 69702067HCID 6970206763.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

Into a glass vial, the product from step (a) (0.126 mmol) in CHCl3 (3 ml) was placed. To this stirred solution, TMSI (172 μL, 1.26 mmol) was added. The reaction mixture was heated to 60° C. for 3 h. The reaction mixture was allowed to cool to room temperature and methanol (1 ml) was added to quench. The solvent was evaporated in vacuo to give the crude product as a yellow residue. The crude product was purified by semi-prep RP-HPLC to give the title compound as light yellow oil (15 mg). Recovered as acetate salt: 1H NMR (CDCl3) δ 7.18 (bs, 2H), 7.02 (d, J=7.2 Hz, 1H), 6.92 (d, J=7.2 Hz, 1H), 3.15-3.05 (m, 8H), 2.94-2.84 (m, 4H), 2.12-2.02 (m, 2H) 1.98 (s, 3H); MS: ESI (positive): 188 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284277B2
Source datasetuspto-grants-2016_03
ORD IDord-dbfc0af1a8214606943703dea21f3989
Source noteuspto-grants-2016_03