تفاعل #624871

معادلة التفاعل

2,2,5,5-tetramethyldihydrofuran-3-one

sodium methoxide

5-bromo-2-trifluoromethoxybenzaldehyde

→

4-[1-(5-bromo-2-trifluoromethoxyphenyl)-methylidene]-2,2,5,5-tetramethyldihydrofuran-3-one

المردود 99.8%

المذيبات

1,2-dimethoxyethane

ether

1,2-dimethoxyethane

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONis added dropwise over 10 mins
2. 2
   درجة الحرارةAfter warming to room temperature the reaction mixture
3. 3
   غسيلwashed with 2M hydrochloric acid (×2)
4. 4
   تجفيفdried over magnesium sulfate
5. 5
   ترشيحfiltered
6. 6
   أخرىthe filtrate evaporated in vacuo

الإجراء التجريبي

To an ice-cold solution of 2,2,5,5-tetramethyldihydrofuran-3-one (2.84 g, 20.00 mmol) in anhydrous 1,2-dimethoxyethane (6 ml) is added sodium methoxide (1.19 g, 22.04 mmol) in one portion. After stirring at this temperature for 5 minutes a solution of 5-bromo-2-trifluoromethoxybenzaldehyde (4.84 g, 18.00 mmol) in 1,2-dimethoxyethane (6 ml) is added dropwise over 10 mins, followed by stirring at 0° C. for a further 1 hour. After warming to room temperature the reaction mixture is diluted with ether and washed with 2M hydrochloric acid (×2). Organic fractions are combined, dried over magnesium sulfate, filtered and the filtrate evaporated in vacuo to afford 4-[1-(5-bromo-2-trifluoromethoxyphenyl)-methylidene]-2,2,5,5-tetramethyldihydrofuran-3-one (7.06 g) as an orange liquid.

المصدر