HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → HCID 19041781, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | 1,3-Propanediol | HCID 10442 | — |
| Reactant | 3,5-Dimethoxybenzaldehyde | HCID 81747 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Solvent | Benzene--water (1/1) | HCID 22272175 | — |
| Product | HCID 19041781 | HCID 19041781 | — |
Reaction Steps
3,5-dimethoxybenzaldehyde (5.00 g,30.12 mmole), 1,3-propanediol (9.15 g, 120.5 mmole), pyridinium para-toluenesulfonate (3.02 g, 12.05 mmole) and 80 ml dry benzene were refluxed with Dean-Stark removal of the benzene-water azeotrope for 12 hours. The benzene was removed in vacuo and the remaining oil redissolved in dichloromethane and was washed with 10% NaHCO3 and H2O. The organic layer was washed over Na2SO4 and concentrated to an oil in vacuo which was purified by flash column chromatography using 2:1 hexane/ethyl acetate containing 0.5% triethylamine as eluent. (5.731 g, 85%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05639782 |
| Source dataset | uspto-grants-1997_06 |
| ORD ID | ord-a7aa6023c03746d38a32500e66e1c0a6 |
| Source note | uspto-grants-1997_06 |