Реакция #65747

Уравнение реакции

N- Boc-p-hydroxyphenylglycine methyl ester

potassium carbonate

N-(3-bromopropyl)phthalimide

→

N-Boc-4-(3-phthalimidopropyloxy)phenylglycine methyl ester

Растворители

DMF

Условия реакции

Обработка

1. 1
   Экстракцияthe mixture was extracted with ethyl acetate
2. 2
   ПромывкаThe organic layer was washed with water
3. 3
   Сушкаa saturated aqueous solution of sodium chloride, and dried
4. 4
   workup.DISTILLATIONThereafter, the solvent was distilled off
5. 5
   ДругоеThe residue was purified by silica gel column chromatography (eluent: 5% ethyl acetate/dichloromethane)
6. 6
   Другоеto give colorless crystals

Методика

To 10 ml of anhydrous DMF were added 2.8 g of N- Boc-p-hydroxyphenylglycine methyl ester and 1.38 g (1.0 eq) of anhydrous potassium carbonate, followed by addition of 2.68 g (1.0 eq.) of N-(3-bromopropyl)phthalimide. The mixture was heated at 100° C. for 1 hour. The reaction mixture was poured into ice water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride, and dried. Thereafter, the solvent was distilled off. The residue was purified by silica gel column chromatography (eluent: 5% ethyl acetate/dichloromethane), to give colorless crystals.

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