HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-(Cyclopropylmethyl)cyclobutane-1-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclobutanecarboxylic acid | HCID 19494 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | (2-Bromoethyl)cyclopropane | HCID 22636989 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(Cyclopropylmethyl)cyclobutane-1-carboxylic acid | HCID 45084786 | 124.5% |
Reaction Steps
To a solution of LDA (100 ml, 2.0 M THF solution) in THF (100 ml) was added dropwise over a period of 20 minutes at 0° C., a solution of cyclobutane carboxylic acid (10 g, 0.1 mol) in THF (15 ml). The resulting mixture was stirred at RT for 2 h then bromoethylcyclopropane (15 g, 0.11 mol) was added dropwise and the mixture was stirred at RT. overnight. To the reaction mixture was added 2N HCl and the mixture was extracted with EtOAc. The organic layer was washed with water and brine to afford the title compound as light yellow oil (19.2 g), which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863312B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-eb4e8a197f664120b13db0798cd0e72c |
| Source note | uspto-grants-2011_01 |