تفاعل #51862

معادلة التفاعل

2-[4,5-dimethoxy-2-(morpholine-4-sulfonyl)-phenyl]-pent-4-enoic acid benzyl ester

sodium hydroxide

→

title compound

2-[4,5-Dimethoxy-2-(morpholine-4-sulfonyl)-phenyl]-pent-4-enoic acid

المذيبات

water

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.DISSOLUTIONThe mixture completely dissolved
2. 2
   أخرىThe volatile fractions were removed in vacuo and water (30 cm3)
3. 3
   workup.ADDITIONwas added to the mixture
4. 4
   استخلاصwas extracted with dichloromethane (3×30 cm3)
5. 5
   غسيلThe combined extracts were washed with brine (30 cm3)
6. 6
   تجفيفdried over sodium sulfate, vacuum
7. 7
   ترشيحfiltered
8. 8
   أخرىthe filtrate volatile fractions removed in vacuo to a crude golden oil
9. 9
   أخرىThe oil was triturated in Et2O (30 cm3)
10. 10
    ترشيحvacuum filtered
11. 11
    غسيلwashed with Et2O (2×10 cm3) and vacuum
12. 12
    أخرىdried to constant weight

الإجراء التجريبي

To a stirred mixture 2-[4,5-dimethoxy-2-(morpholine-4-sulfonyl)-phenyl]-pent-4-enoic acid benzyl ester (3.25 g, 6.83 mmol) in methanol (28 cm3) under an atmosphere of dry nitrogen was added sodium hydroxide (820 mg, 20.5 mmol) dissolved in water (7 cm3). The mixture completely dissolved while stirring at ambient temperature for 20 hours. The volatile fractions were removed in vacuo and water (30 cm3) was added to the mixture. The aqueous mixture acidified with 6N HCl to pH 1.0 and was extracted with dichloromethane (3×30 cm3). The combined extracts were washed with brine (30 cm3), dried over sodium sulfate, vacuum filtered and the filtrate volatile fractions removed in vacuo to a crude golden oil. The oil was triturated in Et2O (30 cm3), vacuum filtered, washed with Et2O (2×10 cm3) and vacuum dried to constant weight to afford the title compound as (2.30 g, 87.54%) with a positive ion ESI (M+H)+386.2.

المصدر