HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → (1S,2S)-2-phenylcyclopropane-1-carbonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 2-Phenyl-1-cyclopropanecarboxylic acid, (1S-trans)- | HCID 778517 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (1S,2S)-2-phenylcyclopropane-1-carbonyl chloride | HCID 7005116 | — |
Reaction Steps
In a dry 100 ml round-bottomed flask was added oxalyl chloride (2.0 ml, 23 mmol) to 8B (0.25 g, 1.5 mmol) in CH2Cl2 at room temperature to give a yellow solution. In 2.5 hours, the reaction was complete. The crude mixture was concentrated in vacuo and residual TFA was removed azeotropically with toluene 3 times to give the desired product (1S,2S)-2-phenylcyclopropanecarbonyl chloride (8B-1), which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461163B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-3f9521c0b0724a6cbf788296d871c42d |
| Source note | uspto-grants-2013_06 |