HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Cyanide → HCID 67415407, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 67414524 | HCID 67414524 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 67415407 | HCID 67415407 | 36% |
Reaction Steps
To a solution of 1.00 g (2.4 mmol) of 7-bromomethyl-5-chloro-indole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester in DMSO (10 ml) at RT, 012 g of sodium cyanide was added. The reaction mixture was stirred at RT for one hour, poured on a saturated aqueous ammonium chloride solution and the product was extracted with EtOAc. The combined organic phases were dried over Na2SO4 and concentrated in vacuo. Flash chromatography (SiO2, EtOAc/Hex 9/1) afforded 0.31 g (36%) of 5-chloro-7-cyanomethyl-indole-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester as a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076360B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-0253fddc92fd41b6bb3934e9f87ca9f0 |
| Source note | uspto-grants-2011_12 |