HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzaldehyde → HCID 58996879, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzaldehyde | HCID 240 | — |
| 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 58996879 | HCID 58996879 | 61% |
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 (1.78 gm, 14.79 mmol), benzaldehyde (1.77 mL, 17.4 mmol), Et3N (1.21 mL, 8.7 mmol), sodium borohydride (658 mg, 17.4 mmol), and methanol (30 mL) to give 11c (1.5 gm, 61%) in FIG. 2. 1H NMR (500 MHz, CDCl3): δ 1.19 (3H, t, J=7.08 Hz), 1.88-2.1 (1H, bs), 3.01 (2H, dd, J=0.97, 7.81 Hz), 3.56 (1H, t, J=6.83 Hz), 3.69 (1H, d, J=13.42 Hz), 3.85 (1H, d, J=13.18 Hz), 4.13 (2H, q, J=7.32 Hz), 7.18-7.22 (2H, m), 7.23-7.33 (8H, m). ESI-MS: 284.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552208B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-ce4c1b28b56647d9955ec492439365d0 |
| Source note | uspto-grants-2013_10 |