HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(3-Indolyl)-1-propyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Indole-3-propanol | HCID 77115 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3-Indolyl)-1-propyl methanesulfonate | HCID 11521676 | — |
Reaction Conditions
| Temperature | -40 °C |
|---|
Reaction Steps
Compound 29 (1.8 g, 5.44 mmol) was transferred to a flame-dried flask filled with argon and dissolved in anhydrous THF then cooled to −40° C. Triethylamine (0.72 g, 7.07 mmol) was added by syringe followed by MeSO2Cl (0.75 g, 6.53 mmol). The temperature of the reaction mixture was allowed to rise to room temperature (10-15 minutes) before it was quickly filtrated and concentrated. The crude oil was dissolved in CH2Cl2 and washed with H2O. The organic phase was dried with MgSO4, filtrated and concentrated in vacuo to a dark, brown oil. The crude product was used immediately in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06627645B2 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-2117d8cd2a5042c6a2fdfb55cf2d79cb |
| Source note | uspto-grants-2003_09 |