HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 69226506, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 67057593 | HCID 67057593 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 69226506 | HCID 69226506 | — |
Reaction Steps
With reference to FIG. 8, 4-(2-(benzhydryloxy)ethyl)-1,2,3,6-tetrahydropyridine 5 (0.5 g, 1.704 mmol), S-styrene oxide 6b (0.205 g, 1.704 mmol), ethanol (20 ml). Yield (after purification)=0.65 g. For acetylation, the mixture of regioisomers (0.5 g, 1.209 mmol), pyridine (10 ml) and acetic anhydride (0.148 ml, 1.571 mmol, 1.3 equiv). Yield (after purification)=0.2 g. 1H-NMR (CDCl3; 400 MHz): 2.03-2.07 (brs, 5H, H-3, COCH3), 2.31-2.34 (t, 2H, J=6.4 Hz, OCH2CH2), 2.59-2.74 (m, 3H, H-2, NCHHCHOAc), 2.95-2.30 (dd, 1H, J=9.2 Hz, NCHHCHOAc), 3.04 (brs, 2H, H-6), 3.51-3.54 (t, 2H, OCH2CH2), 5.33 (s, 1H, PhCH(O)Ph), 5.39 (brs, 1H, CH═C), 5.96-6.00 (dd, 1H, CHOAc), 7.21-7.37 (m, 15H, ArH). [a]25D=+21.17° (c=1.02, CHCl3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08211916B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-33e897702b2c4e0d93553e68f29c77f6 |
| Source note | uspto-grants-2012_07 |