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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173928Generated: October 31, 2026

Methanol → HCID 86701479, compound

https://huagongshe.com/reaction/2173928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantCyanomethylenetributylphosphoraneHCID 4622928—
ReactantHCID 86701441HCID 86701441—
SolventTolueneHCID 1140—
ProductHCID 86701479HCID 86701479—

Reaction Conditions

Temperature110 °C

Reaction Steps

4-Allyl-7-methyl-1H-indol-5-ol (Example 1-C) (2.77 g, 14.79 mmol) was dissolved in toluene (74.0 mL) and methanol (0.599 mL, 14.79 mmol) was added followed by cyanomethylenetributylphosphorane (8.93 g, 37.0 mmol). The reaction was heated at 110° C. for 1 hour. The reaction was cooled to room temperature and then concentrated. The residue was then absorbed onto silica and purified by silica gel flash chromatography (0-50% ethyl acetate/heptanes) to provide the title compound. MS (ESI+) m/z 202.17 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056874B2
Source datasetuspto-grants-2015_06
ORD IDord-bc77a7fa17034b2eb8795bf6cb9cb811
Source noteuspto-grants-2015_06