HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67201523, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Chlorotriethylsilane | HCID 13819 | — |
| Reactant | HCID 22803977 | HCID 22803977 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67201523 | HCID 67201523 | 78.5% |
Reaction Steps
Triethylsilyl chloride (TES-Cl, 1.30 g) is added into a mixture of dihydrolysergol (1.47 g), triethylamine (1.74 g) and DMAP (0.14 g) in N,N-dimethylformamide (10 mL) and the mixture is stirred at room temperature. After complete reaction, the mixture is cooled and water (15 mL) is added. The resulted suspension is stirred for an additional 2 h and then filtered and washed with water. The product is dried and recrystallized from dichloromethane/heptanes to give 1.47 g of 8β-(trimethylsiloxymethyl)-9,10-didehydro-6-methyl-ergoline in 70% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07939665B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-d2d05cb3f3a649a9ae84ac0a8a347300 |
| Source note | uspto-grants-2011_05 |