反应 #1973956

反应方程式

methyl 6-bromo-2-naphthoate

THF

lithium hydroxide hydrate

→

title compound

6-bromo-2-naphthoic acid

溶剂

water

反应条件

后处理

1. 1
   浓缩Concentrated under vacuum
2. 2
   workup.ADDITIONdiluted with water
3. 3
   温度cooled to 0° C
4. 4
   过滤Solids were collected by filtration
5. 5
   workup.DISSOLUTIONdissolved in toluene-EtOAc (ca. 2 L)
6. 6
   洗涤washed with brine
7. 7
   干燥Dried over Na2SO4
8. 8
   过滤filtered
9. 9
   浓缩concentrated under vacuum
10. 10
    其他Brown solid was triturated with ether
11. 11
    过滤collected by filtration
12. 12
    其他dried under vacuum

实验过程

A solution of methyl 6-bromo-2-naphthoate (7.70 g, 29.0 mmol) in 2:1 THF:water (150 mL) was treated with lithium hydroxide hydrate (2.44 g, 58.1 mmol) followed by stirring at room temperature for 48 h. Concentrated under vacuum, diluted with water and cooled to 0° C. Acidified to pH3 with 4N HCl. Solids were collected by filtration, dissolved in toluene-EtOAc (ca. 2 L) and washed with brine. Dried over Na2SO4, filtered and concentrated under vacuum. Brown solid was triturated with ether, collected by filtration, and dried under vacuum to give the title compound as a nearly white solid (5.07 g, 70%).

来源