HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 66643231, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | HCID 66646915 | HCID 66646915 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 66643231 | HCID 66643231 | 73.1% |
Reaction Steps
The product from Example 22D (2.6 g, 6 mmol) in CH2Cl2 (10 mL) and MeOH (10 mL) was treated with 4-methylbenzenesulfonic acid monohydrate (570 mg, 3 mmol). The mixture was stirred at rt for 1 hr. The mixture was neutralized with excess Et3N. The solvent was removed and the residue was purified by column chromatography using an Analogix® Intelliflash280™ (SiO2, 0-50% MeOH in ethyl acetate) to afford 580 mg (73%) of the title compound. 1H NMR (400 MHz, CDCl3) δ ppm 1.85 (t, J=6.14 Hz, 1H) 1.95-2.03 (m, 2H) 3.35 (s, 3H) 3.56-3.65 (m, 1H) 3.71-3.78 (m, 1H) 3.82 (dd, J=8.29, 4.30 Hz, 1H) 3.85-3.93 (m, 2H) 3.95-4.02 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859596B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-7f9e285991ee49b3ad600246b6e48014 |
| Source note | uspto-grants-2014_10 |