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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336458Generated: October 30, 2026

Sodium Acetate → 1-BOC-5-acetoxymethyl-7-nitro-indole-2-carboxylic acid methyl ester

https://huagongshe.com/reaction/336458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AcetateHCID 517045—
Reactant1-BOC-5-bromomethyl-7-nitro-indole-2-carboxylic acid methyl esterHCID 59448090—
SolventDimethylformamideHCID 6228—
Product1-BOC-5-acetoxymethyl-7-nitro-indole-2-carboxylic acid methyl esterHCID 5944809350%

Reaction Steps

1-BOC-5-bromomethyl-7-nitro-indole-2-carboxylic acid methyl ester (10.0 g, 24.2 mmol) prepared in Step B of Preparation 37 was dissolved in N,N-dimethylformamide (50 mL). Sodium acetate (2.4 g, 29.0 mmol) was added thereto, and the mixture was stirred for 4 h at room temperature. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was extracted with ethyl acetate, washed with saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The residue was purified by column chromatography to give the title compound (4.7 g, Yield 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889691B2
Source datasetuspto-grants-2014_11
ORD IDord-31146877a1ec412aadf00028482fdb41
Source noteuspto-grants-2014_11