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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475317Generated: November 2, 2026

Methanol → 1403899-01-3

https://huagongshe.com/reaction/1475317

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant6′-Chlorospiro[cyclopropane-1,3′-[3H]indol]-2′(1′H)-oneHCID 72698790—
SolventTetrahydrofuranHCID 8028—
Product1403899-01-3HCID 7269879152.7%

Reaction Steps

A mixture of 6′ chloro-spiro[cyclopropane-1,3′-[3H]indol]-2′(1′H)-one (0.291 g, 1.5 mmol) and borane-dimethyl sulfide complex in THF (2 M, 3.0 mL) was heated at reflux under nitrogen for 2 h. The mixture was cooled and MeOH (3 mL) was added dropwise (caution!). The resulting mixture was heated at reflux for 2 h, then was cooled and solvent evaporated in vacuo. Chromatography (SiO2; gradient elution with 0-100% Et2O in petrol) gave the title compound (0.142 g). MS: [M+H]+=180.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018214B2
Source datasetuspto-grants-2015_04
ORD IDord-591e33db7ac24a28b307ca4401e38525
Source noteuspto-grants-2015_04