ChemicalBook CAS DataBase List 5-METHOXY-1 3-BENZENEDIMETHANOL 97

5-METHOXY-1 3-BENZENEDIMETHANOL 97 synthesis

8synthesis methods

Product Name:5-METHOXY-1 3-BENZENEDIMETHANOL 97
CAS Number:19254-84-3
Molecular formula:C9H12O3
Molecular Weight:168.19

20319-44-2 Synthesis

20319-44-2
62 suppliers
$45.00/50mg

19254-84-3
19 suppliers
$122.00/1g

Yield:19254-84-3 90%

Reaction Conditions:

with lithium aluminium tetrahydride in tetrahydrofuran at 20;Reflux;

Steps:

3,5-Bis(hydroxymethyl)anisole.

To a mixture of LiAlH₄ (306 mg, 8.05 mmol) in anhydrous THF (20 mL) was added drop wise a solution of 5-methoxy-isophthalic acid dimethyl ester (600 mg, 2.68 mmol) in THF (20 mL). The resulting mixture was refluxed for 2 h and then stirred at room temperature overnight. The reaction was quenched subsequently by adding ethyl acetate (1.0 mL), ethanol (1.0 mL) and water (1 mL). The reaction mixture was filtered and the filtrate was evaporated under reduced pressures to give 3,5-bis(hydroxymethyl) anisole (405 mg, 90%). ¹H NMR (CDCl₃, 400 MHz) δ 6.84 (s, 1H) 6.74 (s, 2H) 4.53 (s, 4H) 3.75 (s, 3H) 3.14 (br, 2H) and ESI-MS: m/z 191.36 ([M+Na]⁺). The ¹H NMR data are in agreement with the ones reported in literatures. ⁵

References:

Yu, Xi-Hui;Peng, Chen-Chen;Sun, Xiao-Xiao;Chen, Wen-Hua [European Journal of Medicinal Chemistry,2018,vol. 152,p. 115 - 125] Location in patent:supporting information

46331-50-4 Synthesis