تفاعل #1531884

معادلة التفاعل

(r)-1,2,3,4-tetrahydro-1-naphthylamine

acetic formic anhydride

formic acid

→

(R)—N-(1,2,3,4-tetrahydronaphthalen-1-yl)formamide

المذيبات

ether

ether

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGAfter stirring for 30 min
2. 2
   workup.STIRRINGthe solution was stirred at room temperature overnight
3. 3
   غسيلwashed twice with water, twice with Sat. NaHCO3, with 5% HCl
4. 4
   تجفيفThe organic layer was dried with Na2SO4
5. 5
   ترشيحfiltered
6. 6
   أخرىevaporated to dryness

الإجراء التجريبي

To a solution of acetic formic anhydride (0.056 mol) (prepared by stirring acetyl anhydride (7.36 ml, 78.0 mmol) and formic acid (2.94 ml, 78.0 mmol) at 50-60° C. for 2 h then cooling to room temperature) was added (r)-1,2,3,4-tetrahydro-1-naphthylamine (8.20 g, 55.7 mmol) dropwise with stirring at such a rate that the temperature never rose above 40° C. After stirring for 30 min, 300 mL of ether was added, and the solution was stirred at room temperature overnight. The reaction was diluted with ether, washed twice with water, twice with Sat. NaHCO3, with 5% HCl, and finally with water. The organic layer was dried with Na2SO4, filtered, and evaporated to dryness. flash chomatograph (SiO2, hexane/EtOAc=1:1 to pure EtOAc) afforded (R)—N-(1,2,3,4-tetrahydronaphthalen-1-yl)formamide as a white solid.

المصدر