HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → Methyl 4-(cyclopropylmethoxy)-3-methoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl Vanillate | HCID 19844 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Methyl 4-(cyclopropylmethoxy)-3-methoxybenzoate | HCID 67274610 | 93% |
Reaction Steps
4-hydroxy-3-methoxy-benzoic acid methyl ester (1.0 g, 5.5 mmol, 1.0 eq) was dissolved in acetone (14 mL), NaI (0.5 eq) and K2CO3 (1.0 g, 2.0 eq) were added and the mixture was stirred at room temperature for 30 min. (Bromomethyl)cyclopropane (0.53 mL, 0.9 eq) was added, and the mixture was refluxed for 2 days. The solvent was concentrated under reduced pressure, NaOH 10% was added, and it was extracted with DCM and dried. The title product (1.21 g, yield 93%) was recovered and used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163729B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-0d6b2f38e6b74617946332d1f7db7721 |
| Source note | uspto-grants-2012_04 |