HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-((1R,2S)-2-((benzyloxy)methyl)cyclopropyl)acetic acid → 2-((1R,2S)-2-(hydroxymethyl)cyclopropyl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-((1R,2S)-2-((benzyloxy)methyl)cyclopropyl)acetic acid | HCID 118622699 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-((1R,2S)-2-(hydroxymethyl)cyclopropyl)acetic acid | HCID 118622769 | 103.7% |
Reaction Steps
A mixture of 2-((1R,2S)-2-((benzyloxy)methyl)cyclopropyl)acetic acid (884 mg, 4.01 mmol) in MeOH (20 mL) was stirred in the presence of 10% palladium-carbon (310 mg, 50%, wet) at room temperature for 3 hr under hydrogen atmosphere (1 atm). The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure. To the residue was added toluene (about 20 mL), and the mixture was concentrated to give 2-((1R,2S)-2-(hydroxymethyl)cyclopropyl)acetic acid (542 mg, 4.16 mmol, quant.) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09365520B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-28401cd7618b4647ab7dc5ae90526c82 |
| Source note | uspto-grants-2016_06 |