反応 #51862

反応方程式

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

溶媒

water

methanol

反応条件

後処理

1. 1
   workup.DISSOLUTIONThe mixture completely dissolved
2. 2
   その他The volatile fractions were removed in vacuo and water (30 cm3)
3. 3
   workup.ADDITIONwas added to the mixture
4. 4
   抽出was extracted with dichloromethane (3×30 cm3)
5. 5
   洗浄The combined extracts were washed with brine (30 cm3)
6. 6
   乾燥dried over sodium sulfate, vacuum
7. 7
   ろ過filtered
8. 8
   その他the filtrate volatile fractions removed in vacuo to a crude golden oil
9. 9
   その他The oil was triturated in Et2O (30 cm3)
10. 10
    ろ過vacuum filtered
11. 11
    洗浄washed with Et2O (2×10 cm3) and vacuum
12. 12
    その他dried to constant weight

実験手順

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.

出典