Реакция #1973956

Уравнение реакции

methyl 6-bromo-2-naphthoate

THF

lithium hydroxide hydrate

→

title compound

6-bromo-2-naphthoic acid

Растворители

water

Условия реакции

Обработка

1. 1
   КонцентрированиеConcentrated under vacuum
2. 2
   workup.ADDITIONdiluted with water
3. 3
   Температураcooled to 0° C
4. 4
   ФильтрацияSolids were collected by filtration
5. 5
   workup.DISSOLUTIONdissolved in toluene-EtOAc (ca. 2 L)
6. 6
   Промывкаwashed with brine
7. 7
   СушкаDried over Na2SO4
8. 8
   Фильтрацияfiltered
9. 9
   Концентрированиеconcentrated under vacuum
10. 10
    ДругоеBrown solid was triturated with ether
11. 11
    Фильтрацияcollected by filtration
12. 12
    Другоеdried under vacuum

Методика

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%).

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