Реакция #432016

Уравнение реакции

hydrochloric acid

N-methoxy-N-methyl anthranilic acid amide

n-BuLi

4-benzyloxy-bromobenzene

→

4'-benzyloxy-2-aminobenzophenone

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   Другоеat -78° C.
2. 2
   Экстракцияthe mixture extracted with ethyl acetate (150 ml), ethyl acetate
3. 3
   Промывкаwashed with water, brine
4. 4
   Сушкаdried over magnesium sulfate
5. 5
   Концентрированиеconcentrated
6. 6
   ДругоеRecrystallization from hexanes

Методика

To a mixture of N-methoxy-N-methyl anthranilic acid amide prepared as in Example 1(A)(2.00 g, 11.1 mmol) and 4-benzyloxy-bromobenzene (2.92 g, 11.1 mmol) in anhydrous tetrahydrofuran (65 ml) at -78° C. under nitrogen is added, with vigorous stirring, n-BuLi in hexanes (13.8 ml, 1.6M, 22.2 mmol) at 0.60 ml/min. After 20 min, aqueous hydrochloric acid is added (1N, 20 ml), the mixture extracted with ethyl acetate (150 ml), ethyl acetate washed with water, brine, dried over magnesium sulfate, and concentrated. Recrystallization from hexanes gave 4'-benzyloxy-2-aminobenzophenone as yellow crystals; yield: 2.35 g, (70%); m.p. 99°-101° C.

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