Electric Literature of 25245-27-6, These common heterocyclic compound, 25245-27-6, name is 1-Iodo-3,5-dimethoxybenzene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
EXAMPLE 20Synthesis of (1 S,2R,4a5,8a5)-1 -(3,5-dimethoxyphenoxymethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol (Compound No. 34) In a sealed tube purged with nitrogen, 1-iodo-3,5-dimethoxybenzene (Compound No. 31, 0.78 g, 2.95 mmol), (1S,2R,4a5,8a5)-1-(hydroxymethyl)-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol (Compound No. 26, 0.65 g, 2.68 mmol), Cs2CO3 (1.3 g, 3.99 mmol), 3,4,7,8-tetramethyl-[1,10]-phenylthroline (0.12 g, 0.50 mmol), Cul (0.05 g, 0.26 mmol), diglyme (2 mL) and toluene (10 mL) were added. The reaction mixture was stirred at 120C for 18 h. The reaction was cooled to room temperature, diluted with EtOAc (300 mL) and washed with water (100 mL). The organic layer was dried (Na2SO4) and concentrated. Purification by column chromatography on silica gel (Hexanes/EtOAc, 2:1) gave (1 S,2R,4aS,8aS)-1 -(3,5-dimethoxyphenoxymethyl)- 2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol (Compound No. 34, 0.71 g, 70%) as a colorless oil. 1H NMR (CDCI3): 66.08 (s, 3H), 4.20 (m, 2H), 3.75 (s, 6H), 3.08 (s, 1H), 1.95-1.30 (m, 1OH), 1.30 (s, 3H), 1.25-1.00 (m, 2H), 0.90 (s, 6H), 0.88 (m, 2H), 0.80 (s, 3H).
The synthetic route of 25245-27-6 has been constantly updated, and we look forward to future research findings.