HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetaldehyde → HCID 24807658, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetaldehyde | HCID 177 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | Ethyl L-phenylalaninate hydrochloride | HCID 165085 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 24807658 | HCID 24807658 | 47% |
Reaction Steps
Synthesized according to the general procedure as described in Example 1a using L-phenylalanine ethyl ester hydrochloride (2 gm, 8.7 mmol), THF (25 mL), MgSO4 (1.77 gm, 14.79 mmol), acetaldehyde (983 μL, 17.4 mmol), Et3N (1.21 mL, 8.7 mmol), sodium borohydride (658 mg, 17.4 mmol), and methanol (30 mL) to give 11h (900 mg, 47%) in FIG. 2. 1H NMR (500 MHz, CDCl3): δ 1.1 (3H, t, J=7.13 Hz), 1.15 (3H, t, J=7.13 Hz), 1.42-1.7 (1H, bs), 2.46-2.73 (2H, m), 2.96 (2H, dq, J=7.44, 13.42 Hz), 3.53 (1H, t, J=6.88 Hz), 4.1 (2H, q, J=7.13 Hz), 7.16-7.38 (5H, m). ESI-MS: 244.1 (M+23).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552208B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-89e21f22fb9b4cadb8ab731afb1a6110 |
| Source note | uspto-grants-2013_10 |