HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl 3-(2-propionyloxy-4,6-dimethyl-5-(5,5-bis(diethylphosphoryl)pentyloxy)phenyl)propanoate → 3-(2-Propionyloxy-4,6-dimethyl-5-(5,5-bis(diethylphosphoryl)pentyloxy)phenyl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl 3-(2-propionyloxy-4,6-dimethyl-5-(5,5-bis(diethylphosphoryl)pentyloxy)phenyl)propanoate | HCID 86655582 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(2-Propionyloxy-4,6-dimethyl-5-(5,5-bis(diethylphosphoryl)pentyloxy)phenyl)propanoic acid | HCID 86655581 | 102% |
Reaction Steps
Compound 133 (815 mg, 1.17 mmol) was dissolved in MeOH (10 mL) and stirred with Pd/C (400 mg, 49%) under H2 (1 atm) for 8 hr. The catalyst was filtered off and the solvent removed under reduced pressure resulting in the crude colourless liquid 134 (650 mg, 92%), which was used without purification: 1H NMR (400 MHz, CDCl3) δ 1.27 (t, J=7.5, 3H), 1.33 (t, J=7.2, 6H), 1.34 (t, J=7.2, 6H), 1.73-1.79 (m, 4H), 1.92-2.06 (m, 2H), 2.22 (s, 3H), 2.24 (s, 3H), 2.36 (tt, J=6.2, 24.3, 1H), 2.44-2.48 (m, 2H), 2.59 (q, J=7.7, 2H), 2.80-2.83 (m, 2H), 3.73 (t, J=6.1, 2H), 4.13-4.22 (m, 8H), 6.69 (s, 1H): 31P (162 MHz, CDCl3) δ 25.03 (s, 2P).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524691B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-8944dc333ab4447a9c699c77b1dc7552 |
| Source note | uspto-grants-2013_09 |