HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → trans-2-(3-Methoxy-4-propoxy-5-nitrophenyl)-4-(3,4,5-trimethoxyphenyl)-1,3-dithiolane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 3-Methoxy-4-propoxy-5-nitrobenzaldehyde | HCID 12080646 | — |
| Reactant | 1-(3,5-Dimethoxy-4-methoxymethoxyphenyl)-1,2-ethanedithiol | HCID 19041808 | — |
| Solvent | Benzene--water (1/1) | HCID 22272175 | — |
| Product | trans-2-(3-Methoxy-4-propoxy-5-nitrophenyl)-4-(3,4,5-trimethoxyphenyl)-1,3-dithiolane | HCID 86750976 | — |
Reaction Steps
1-(3,4,5-trimethoxyphenyl)-1,2-ethanedithiol (39) (FIG. 19) (0.689 g,2.65 mmole), 3-methoxy-5-nitro-4-propoxybenzaldehyde (40) (0.633 g, 2.65 mmole) and 0.266 g of pyridinium para-toluenesulfonate was added to 50 ml dry benzene and refluxed with Dean-Stark removal of the benzene- water azeotrope for 24 hours. The benzene was removed in vacuo, and the remaining oil redissolved in dichloromethane and was purified by flash column chromatography with 9:1 hex/ethyl acetate as eluent. The product mixture contains a 1/1 cis/trans ratio (0.600 g, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05639782 |
| Source dataset | uspto-grants-1997_06 |
| ORD ID | ord-aaf4e09045ec49c6976fbb0e0be8f8e7 |
| Source note | uspto-grants-1997_06 |