HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → 6-(Hydroxymethyl)-2-benzofuran-1(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 2,5-Bis[(tetrahydropyran-2-yl)oxymethyl]benzoic acid | HCID 21110437 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-(Hydroxymethyl)-2-benzofuran-1(3H)-one | HCID 17862584 | 77.1% |
Reaction Steps
p-Toluenesulfonic acid monohydrate (103.0 mg, 0.54 mmol) was added to a solution of 2,5-bis[(tetrahydropyran-2-yl)oxymethyl]benzoic acid (1.62 g, 4.64 mmol) obtained from Example 1-(3) in methanol (30 ml), and the mixture was stirred at room temperature for 2 hours. The resulting solution was concentrated under reduced pressure to afford a solid residue. This residue was subjected to chromatography on a silica gel (50 g) column (eluent; ethyl acetate:hexane=1:1˜1:0) to give the title compound (587.5 mg, 77% yield) as a colorless solid (mp. 107-108° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07230023B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-528eddc3c9074613b7c1a7c5b7738b3f |
| Source note | uspto-grants-2007_06 |