تفاعل #164815

معادلة التفاعل

4-Hydroxy-3-methoxybenzaldehyde

4-hydroxy-3-methoxybenzaldehyde

potassium carbonate

Chloromethyl methyl ether

→

white solid

المردود 99.2%

4-Methoxymethyloxy-3-methoxybenzaldehyde

المردود 99.2%

المذيبات

dimethyl formamide

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued for 6 hr at room temperature
3. 3
   ترشيحThe resulting mixture was filtered
4. 4
   استخلاصthe filtrate extracted into ethyl acetate
5. 5
   غسيلwashed with saturated sodium chloride
6. 6
   تجفيفdried over magnesium sulfate
7. 7
   ترشيحfiltered
8. 8
   أخرىevaporated

الإجراء التجريبي

4-Hydroxy-3-methoxybenzaldehyde (1a, 2.00 g, 13.1 mmol) and potassium carbonate (9.00 g, 65.1 mmol) were combined in dimethyl formamide (30 ml) and stirred for 15 min at room temperature. Chloromethyl methyl ether (1.60 ml, 21.1 mmol) was added and stirring was continued for 6 hr at room temperature. The resulting mixture was filtered and the filtrate extracted into ethyl acetate, washed with saturated sodium chloride, dried over magnesium sulfate, filtered and evaporated to give 2.55 g (99%) of a white solid: mp 39-40° C. [expected mp 41° C.]; 1H NMR: δ 3.40 (s, 3H), 3.83 (s, 3H), 5.21 (s, 2H), 7.15 (d, 1H, J=8.7 Hz), 7.30 (dd, 1H, J=6.0, 2.0 Hz), 7.32 (s, 1H), 9.75 (s, 1H); 13C NMR: δ 55.8, 56.2, 94.8, 109.4, 114.6, 125.9, 130.9, 149.8, 151.7, 190.4.

المصدر