تفاعل #312487

معادلة التفاعل

hydrogen chloride

(-)-α-amino-4-hydroxybenzeneacetic acid

hydrochloric acid

formaldehyde

→

(-)-α-Amino-3-(chloromethyl)-4-hydroxybenzeneacetic acid hydrochloride

المذيبات

CH3OH

ظروف التفاعل

المعالجة

1. 1
   أخرىto precipitate
2. 2
   workup.WAITis continued for 30 minutes
3. 3
   أخرىthe solid is then collected
4. 4
   غسيلThe crude product is washed with ether and with acetone
5. 5
   أخرىA second crop is obtained from the filtrate
6. 6
   workup.WAITafter standing at room temperature overnight

الإجراء التجريبي

To a solution of (-)-α-amino-4-hydroxybenzeneacetic acid (100 g, 0.6 mole) in a minimum amount of concentrated hydrochloric acid at 35°-40° C. is added 50 ml of aqueous formaldehyde (35-37%) (0.6 mole). The addition of hydrogen chloride gas is begun. After 5-10 minutes, a solid begins to precipitate. Stirring is continued for 30 minutes, and the solid is then collected. The crude product is washed with ether and with acetone. A second crop is obtained from the filtrate after standing at room temperature overnight. Total yield is 102 g (67%) m.p. >300° C., [α]D18 =-134° (c 4.75, CH3OH) NMR (DMSO-D6) ppm (δ) 4.68 (s,2), 4.9 (broad s,1), 6.9-7.6 (superimposed q and s,3).

المصدر