HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → 1-(Hydroxymethyl)cyclopropyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 1-((tetrahydro-2H-pyran-2-yloxy)methyl)cyclopropyl acetate | HCID 66669740 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(Hydroxymethyl)cyclopropyl acetate | HCID 66669822 | 50.8% |
Reaction Steps
To a mixture of 1-((tetrahydro-2H-pyran-2-yloxy)methyl)cyclopropyl acetate (149 mg, 0.696 mmol) in 10 mL of methanol was added PPTS (18 mg, 0.07 mmol, Aldrich) in portions. After stirring for 5 hrs at rt, the mixture was quenched with 10 mL of water and extracted with dichloromethane (20 mL×3). The combined organic phases were dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE: EtOAc=10:1) to give the title compound as pale yellow oil (46 mg, 35.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232294B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-cede4d9776f64e9b92e3cfaeaec3f6ba |
| Source note | uspto-grants-2012_07 |