تفاعل #417941

معادلة التفاعل

NaHCO3

methyl 3-amino-4-hydroxybenzoate

methyl 4-formylbenzoate

DDQ

→

compound 1

المردود 86.0%

3,4-diamino-benzoic acid ethyl ester

المردود 86.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was evaporated under reduced pressure
2. 2
   workup.DISSOLUTIONthe remaining residue was dissolved in dichloromethane (150 mL)
3. 3
   workup.STIRRINGthe reaction mixture was stirred at rt for 1 h
4. 4
   ترشيحThe suspension was filtered off
5. 5
   غسيلthe resulting solid was washed with saturated NaHCO3 (50 mL), water (50 mL), and ethyl acetate (100 mL)
6. 6
   أخرىdried in vacuo

الإجراء التجريبي

A mixture of methyl 3-amino-4-hydroxybenzoate (2.5 g, 15 mmol) and methyl 4-formylbenzoate (2.46 g, 15 mmol) in methanol (75 mL) was stirred at rt overnight. The solvent was evaporated under reduced pressure and the remaining residue was dissolved in dichloromethane (150 mL). DDQ (3.5 g, 15.4 mmol) was added and the reaction mixture was stirred at rt for 1 h. Saturated NaHCO3 (200 mL) was added. The suspension was filtered off, the resulting solid was washed with saturated NaHCO3 (50 mL), water (50 mL), and ethyl acetate (100 mL) and dried in vacuo to give compound 1 (4 g, 86% yield) as yellow solid.

المصدر