Record 1.
Include 1-naphthol (100 mg, 0.69 mmol), DMSO (4 mL), and CH3ONa (112 mg, 2.1 mmol, 3 eq.) into the reaction container in turn, stir at area temperature level for 5 mins, as well as wait up until CH3ONa is evenly dispersed. Gradually inject methyl trifluoroacetate (0.28 mL, 2.76 mmol, 4 eq.) right into the bottle. After 10 hrs of response, do a TLC spot plate and the raw material spots go away, showing that the response is full as well as quit stirring. Extract twice with ethyl acetate and also distilled water, after that wash with saturated NaCl option, integrate the organic phases, completely dry the organic phase with anhydrous magnesium sulfate, filter to remove magnesium sulfate, rotating evaporate to eliminate the solvent, and also cleanse by column chromatography to obtain colorless liquid 1- Naphthalene methyl ether (94 mg, 86% yield). H NMR (400 MHz, CDCl) δ8.37– 8.30 (m, 1H), 7.89– 7.83 (m, 1H), 7.60– 7.52 (m, 2H), 7.51– 7.41 (m, 2H), 6.87 (dd, = 7.4, 0.8 Hz, 1H), 4.05 (s, 3H). 2, 55.52.
Record 2.
A prep work method of 1-methoxynaphthalene, dissolving 1-naphthol in a salt hydroxide (or potassium hydroxide) remedy with a concentration of 10% to 15% (such as 10%, 12%, 15%), and also including a small amount Tetrabutylammonium bromide, dropwise include dimethyl carbonate to react. After the dropwise enhancement, add salt hydroxide option with a concentration of 10% to 15% (such as 10%, 12%, 15%). The molar proportion of the input during the response 1-naphthol: dimethyl carbonate: sodium hydroxide = 1:0.9:0.6, warmed to 60-85 ° C( such as 60 ° C, 65 ° C, 70 ° C, 75 ° C, 80 ° C, 85 ° C )Insulation response for 3-6 hours (such as 3, 4, 5, 6), acquired by purification under unfavorable stress, the ordinary return of 1-methoxynaphthalene is 95.8%.
Report 3.
A manufacturing method of α-methoxynaphthalene, liquifying α-naphthol in 10% to 30% (such as 10%, 15%, 20%, 25%, 30%) sodium hydroxide or potassium hydroxide solution, when it is totally dissolved, add dimethyl sulfate dropwise to react, and then include 10 to 30% (such as 10%, 15%, 20%, 25%, 30%) of salt hydroxide or potassium hydroxide after the dropwise addition. service, the molar proportion of the input materials throughout the response is α-naphthol: dimethyl sulfate: salt hydroxide (or potassium hydroxide) = 1:1.8:2, and the temperature level is heated up to 60 ℃ ~ 80 ℃ (such as 60 ℃, 65 ℃, 70 ° C, 75 ° C, 80 ° C ), warmth conservation for 3 to 6 hours (such as 3, 3.5, 4, 4.5, 5, 5.5, 6) as well as purification under negative stress, the average return of α-methoxynaphthalene 87%.
