Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tryptamine | HCID 1150 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopentanesulfonyl chloride | HCID 3717197 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Chloroform methanol | HCID 21584188 | — |
| Product | HCID 66782732 | HCID 66782732 | — |
Reaction Steps
Tryptamine (950 mg, 5.93 mmol) was initially introduced into abs. THF (30 ml), and triethylamine (0.82 ml, 5.93 mmol) was added at RT. Cyclopentanesulfonyl chloride (1.00 g, 5.93 mmol) was then swiftly added dropwise at RT and the mixture was stirred at RT for 1 d. A subsequent TLC in chloroform/methanol 20:1 showed only small amounts still of tryptamine. The mixture was concentrated i. vac., the residue obtained was taken up in ethyl acetate (20 ml) and the mixture was washed with saturated NaHCO3 solution (2×20 ml). A precipitate precipitated out of the solution, this was filtered off with suction, but according to TLC it was not the product. The organic phase was washed with saturated NaCl solution (2×20 ml), dried over Na2SO4 and concentrated i. vac.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08138187B2 |
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| Source dataset | uspto-grants-2012_03 |
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| ORD ID | ord-37d91753addc4c3185b47258e9ef0c07 |
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| Source note | uspto-grants-2012_03 |
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