HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Phenylmethoxy)acetaldehyde → HCID 59792597, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Phenylmethoxy)acetaldehyde | HCID 108989 | — |
| Reactant | 1,1-Bis(hydroxymethyl)cyclopropane | HCID 4101437 | — |
| Catalyst | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59792597 | HCID 59792597 | 78.2% |
Reaction Steps
A mixture of benzyloxyacetaldehyde (5 g, 33.3 mmol), 1,1-bis(hydroxymethyl)cyclopropane (4.08 g, 40 mmol), p-toluenesulfonic acid monohydrate (287 mg, 1.51 mmol) and toluene (70 ml) was refluxed for 2 hours while removing water by the Dean-Stark apparatus. After the reaction mixture was cooled to room temperature, triethylamine (4 ml) was added to the reaction mixture and the solvent was distilled off. The residue was purified by silica gel column chromatography (silica gel: 200 g, elution solvent: ethyl acetate/heptane=5/95 to 1/9) to obtain the title compound (6.1 g, yield: 78.2%) as a light yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08124780B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-7160f8053028449e9fc59af726c02875 |
| Source note | uspto-grants-2012_02 |