HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Quinolin-6-yl-acrylic acid ethyl ester → Ethyl 3-(6-quinolinyl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Quinolin-6-yl-acrylic acid ethyl ester | HCID 68531514 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ethyl 3-(6-quinolinyl)propanoate | HCID 23003951 | 49.5% |
Reaction Steps
A mixture of 3-quinolin-6-yl-acrylic acid ethyl ester (200 mg, 0.881 mmol) and 10% wt Pd/C (93 mg, 0.088 mmol) in methanol (3 mL) was stirred at room temperature under hydrogen atmosphere for 3 h. Mixture was filtered through celite and the filtrate was absorbed on silica gel. Purification on silica gel with 0-65% gradient of ethyl acetate in hexane provided 100 mg of product as a clear oil. 1H NMR 500 MHz (DMSO) δ 1.13 (t, 3H), 2.74 (t, 2H), 3.05 (t, 2H), 4.04 (q, 2H), 7.50 (dd, 1H), 7.67 (dd, 1H), 7.78 (d, 1H), 7.94 (d, 1H), 8.29 (dd, 1H), 8.84 (dd, 1H); MS (m/z) 230 [M+H+]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071581B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-b199d8f8c4ea49cfb62213ffad662d58 |
| Source note | uspto-grants-2011_12 |