HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Acetate → 1-BOC-5-acetoxymethyl-7-nitro-indole-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 1-BOC-5-bromomethyl-7-nitro-indole-2-carboxylic acid methyl ester | HCID 59448090 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-BOC-5-acetoxymethyl-7-nitro-indole-2-carboxylic acid methyl ester | HCID 59448093 | 50% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889691B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-31146877a1ec412aadf00028482fdb41 |
| Source note | uspto-grants-2014_11 |