HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58609784, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 58609940 | HCID 58609940 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58609784 | HCID 58609784 | 98% |
Reaction Steps
A mixture of 1-(4-methoxy-phenylethynyl)-cyclopropanecarboxylic acid methyl ester (2.2 g, 9.4 mmol), lithium hydroxide (0.6 g, 14 mmol) in THF (30 mL), and water (30 mL) was stirred for 6 hours. The solution was washed with ether and the aqueous layer was acidified to pH=4 and then extracted with ether. The organic layer was dried over sodium sulfate, and evaporated to dryness to yield 1-(4-methoxy-phenylethynyl)-cyclopropanecarboxylic acid as a white solid (2.0 g, 0.0092 mmol, 98%). ESI-MS m/z calc. 216.1. found; 217.16 (M+1)+ 1H NMR (CDCl3): δ 7.35 (d, J=8.8 Hz, 2H), 6.80 (d, J=8.8 Hz. 2H), 3.79 (s, 3H), 1.69 (m, 2H), 1.47 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08759335B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-ca0fe7980f024055bd52c0e274d1e031 |
| Source note | uspto-grants-2014_06 |