| Identification | Back Directory | [Name]
2,3-DIHYDRO-1-BENZOFURAN-2-YLMETHANOL | [CAS]
66158-96-1 | [Synonyms]
AKOS BB-6927
2-BenzofuranMethanol,2,3-dihydro-
2-HydroxyMethyl-2,3-dihydrobenzofuran
2,3-DIHYDRO-1-BENZOFURAN-2-YLMETHANOL
(2,3-DIHYDRO-BENZOFURAN-2-YL)-METHANOL
2,3-DIHYDRO-2-(HYDROXYMETHYL)BENZOFURAN
2-HYDROXYMETHYL-2,3-DIHYDRO-1-BENZOFURAN
2,3-Dihydro-2-(hydroxymethyl)benzo[b]furan
2,3-Dihydro-2-(hydroxymethyl)benzo[b]furan97%
2,3-Dihydro-2-(hydroxymethyl)benzo[b]furan 97%
2-(Hydroxymethyl)-2,3-dihydro-1-benzofuran 97%
(2,3-Dihydro-1-benzofuran-2-yl)methanol, 2,3-Dihydro-2-(hydroxymethyl)-1-benzofuran | [Molecular Formula]
C9H10O2 | [MDL Number]
MFCD03086171 | [MOL File]
66158-96-1.mol | [Molecular Weight]
150.17 |
| Chemical Properties | Back Directory | [Boiling point ]
120-122 | [density ]
1.181 g/cm3(Temp: 16 °C) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Oil | [pka]
14.22±0.10(Predicted) | [color ]
Colorless |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302+H312+H332-H315-H319-H335 | [Precautionary statements ]
P280 | [Hazard Codes ]
Xi | [Risk Statements ]
36/37/38 | [Hazard Note ]
Harmful | [HazardClass ]
IRRITANT | [HS Code ]
2932990090 | [Safety Statements ]
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【3】李洪忠, 万敬员, 张力,等. 羟基积雪草苷对小鼠急性肝损伤的保护作用 [J]. 中草药, 2008, 39(10):1525-1527.
【4】夏丽文, 董培良. 羟基积雪草苷在大鼠肠内吸收的研究[J]. 药物评价研 究, 2011, 34(1):22-25.
【5】邓家刚,侯小涛 主编.桂药化学成分全录.上海：上海交通大学出版社.2012.
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| Hazard Information | Back Directory | [Chemical Properties]
2,3-dihydrobenzofuran-2-methanol is Colorless Oil
| [Uses]
2,3-dihydrobenzofuran-2-methanol is a reactant used in the preparation of thromboxane A2 agonist indane derivatives.
| [Synthesis]
2-Allylphenol (5) (200 mg, 1.49 mmol) was used as a raw material, which was mixed with m-chloroperoxybenzoic acid (616 mg, 3.57 mmol) in dichloromethane (DCM, 30 mL) and the reaction was stirred for 6 hours at room temperature. Subsequently, potassium carbonate (K2CO3, 617 mg, 4.47 mmol) and methanol (25 mL) were added to the reaction system and stirring was continued for 14 hours. After completion of the reaction, the solvent was removed by evaporation and diluted by adding water (15 mL). The mixture was extracted with dichloromethane (3 x 20 mL), the organic phases were combined, washed with brine (10 mL), dried over anhydrous sodium sulfate (Na2SO4), and the solvent was evaporated again. The crude product was purified by fast column chromatography (eluent: ethyl acetate/hexane=1:7) to afford the target compound (2,3-dihydrobenzofuran-2-yl)methanol (6) (195 mg, 87% yield) as a light yellow oil. The structure of the product was confirmed by 1H NMR (CDCl3, 300 MHz) and FTIR (neat): 1H NMR δ 7.17 (d, 1H, J = 7.4 Hz), 7.11 (t, 1H, J = 7.6 Hz), 6.85 (t, 1H, J = 7.4 Hz), 6.79 (d, 1H, J = 7.4 Hz), 4.91 (m, 1H) , 3.85 (dd, 1H, J = 12.0, 3.2 Hz), 3.74 (dd, 1H, J = 12.0, 6.3 Hz), 3.25 (dd, 1H, J = 15.5, 9.4 Hz), 3.01 (dd, 1H, J = 15.5, 7.4 Hz); FTIR 3391, 3049, 1047 cm-1. | [References]
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[4] Tetrahedron Asymmetry, 2000, vol. 11, # 16, p. 3375 - 3393
[5] Synthesis (Germany), 2017, vol. 49, # 18, p. 4254 - 4260 |
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