Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515249Generated: October 31, 2026

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

https://huagongshe.com/reaction/1515249

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 numberUS08222414B2
Source datasetuspto-grants-2012_07
ORD IDord-4de458094bbe4863ac87249afa10144a
Source noteuspto-grants-2012_07