4-vinyl-2，3-dihydrobenzofurane manufacturers
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| | 4-vinyl-2，3-dihydrobenzofurane Basic information |
| Product Name: | 4-vinyl-2，3-dihydrobenzofurane | | Synonyms: | 4-Vinyl-2,3-dihydrobenzofuran;4-ethenyl-2,3-dihydro-1-benzofuran;4-Vinyl-2,3-dihydrobenzofuran(VBF);4-ethenyl-2,3-dihydrobenzofuran;Benzofuran, 4-ethenyl-2,3-dihydro-;Imtermediate tasimelteon(4-ethenyl-2,3-dihydrobenzofuran);4-Vinyl-2,4-dihydrobenzofuran;4-Ethenyl-2,3-dihydrobenzofuran,98% (stabilized with TBC) | | CAS: | 230642-84-9 | | MF: | C10H10O | | MW: | 146.19 | | EINECS: | 607-194-1 | | Product Categories: | | | Mol File: | 230642-84-9.mol |  |
| | 4-vinyl-2，3-dihydrobenzofurane Chemical Properties |
| Boiling point | 244.3±25.0 °C(Predicted) | | density | 1.078±0.06 g/cm3(Predicted) | | storage temp. | 2-8°C | | Appearance | Colorless to light yellow Liquid |
| | 4-vinyl-2，3-dihydrobenzofurane Usage And Synthesis |
| Uses | 4-Vinyl-2,3-dihydrobenzofuran is an intermediate in the synthesis of tasimelteon (T007740). Tasimelteon is a novel drug, used in the treatment of non-24 hour sleep-wake disorder. It helps to correct the circadian rhythm disorder often seen in patients who are visually impaired. | | Synthesis | General procedure for the synthesis of 4-vinyl-2,3-dihydrobenzofuran from the compound (CAS: 230642-83-8): dissolve toluene sulfonate of part C (100 g, 314 mmol) in THF (1200 mL) in a 2000 mL three-necked round-bottomed flask equipped with a mechanical stirrer, a digital thermometer, and a homogeneous-pressure charging funnel. Room temperature was maintained. The reaction mixture was cooled to 0 °C via an ice water bath. A THF solution of t-BuOK (1 M, 345.5 mL) was slowly added dropwise at 0 °C for 110 min. The reaction mixture was gradually warmed to ambient temperature and stirring was continued for 2 hours. Upon completion of the reaction, water (350 mL) and EtOAc (600 mL) were added to separate the organic and aqueous layers. The aqueous layer was further extracted with EtOAc (2 x 150 mL). All EtOAc layers were combined, washed with brine (2 × 150 mL), dried over MgSO4 and filtered. The solvent was removed by distillation under reduced pressure to give 46 g of the target product 4-vinyl-2,3-dihydrobenzofuran in 100% yield. | | References | [1] Patent: EP1041980, 2005, B1. Location in patent: Page/Page column 33
[2] Journal of Chemical Research, 2016, vol. 40, # 11, p. 667 - 669
[3] Patent: CN106542973, 2017, A. Location in patent: Paragraph 0098-0101 |
| | 4-vinyl-2，3-dihydrobenzofurane Preparation Products And Raw materials |
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