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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1769346Generated: October 31, 2026

Sodium Methoxide → Methyl 3-[N-(p-chlorobenzyl)-3-benzoyl-5-hydroxyindol-2-yl]-2,2-dimethylpropanoat

https://huagongshe.com/reaction/1769346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
ReactantMethyl 3-[N-(p-chlorobenzyl)-3-benzoyl-5-benzoyloxyindol-2-yl]-2,2-dimethylpropanoateHCID 18947606—
SolventMethanolHCID 887—
ProductMethyl 3-[N-(p-chlorobenzyl)-3-benzoyl-5-hydroxyindol-2-yl]-2,2-dimethylpropanoatHCID 18947530—

Reaction Steps

The compound from Step A (300 mg) was dissolved in 4 mL of MeOH and treated with 1 mL of a 1.4M solution of NaOMe in MeOH under argon for 3 hrs. The mixture was poured onto 20 mL of NH4OAc (25% solution), extracted with 3×15 mL of ether, washed with 10 mL of H2O, dried over MgSO4 and the solvent removed under vacuum. The resulting oil was purified by chromatography on silica gel to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05380850
Source datasetuspto-grants-1995_01
ORD IDord-222f01480e094ed6b88d5060e9e75102
Source noteuspto-grants-1995_01