HuagongsheHuagongshe Chemistry Print Report · For research reference only
Neopentyl alcohol → 4-(2,2-Dimethyl-propoxy)-1H-indole-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Neopentyl alcohol | HCID 6404 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | Methyl 4-hydroxy-1H-indole-2-carboxylate | HCID 22310940 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2,2-Dimethyl-propoxy)-1H-indole-2-carboxylic acid methyl ester | HCID 66841214 | — |
Reaction Steps
DEAD (0.414 ml, 2.66 mmol) is slowly added to a solution of 4-Hydroxy-1H-indole-2-carboxylic acid methyl ester 75 (363 mg, 1.9 mmol), triphenylphosphine (698 mg, 2.66 mmol) and 2,2-Dimethyl-propan-1-ol (228 mg, 2.58 mmol) in 8 ml of THF. Stirring is continued for 20 hours and the solvent is then evaporated. The crude mixture is purified by chromatography on silicagel using cyclohexane/EtOAc (9/1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183366B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-8dfceb5b804946feaf6114fa87787f4a |
| Source note | uspto-grants-2012_05 |