반응 #46730

반응 방정식

NH4Cl

diethyl ether

1-bromo-2-methoxy-nonyl benzene

HCl

dry Ice

→

pure product

수율 20.0%

2-Methoxy-4-nonyl benzoic acid

수율 20.0%

반응 조건

후처리

1. 1
   workup.ADDITION1,2-Dioiodoethane was added
2. 2
   기타the reaction
3. 3
   workup.STIRRINGafter additional stirring for 1 hour
4. 4
   기타The organic phase was isolated
5. 5
   건조dried (MgSO4)
6. 6
   여과filtered
7. 7
   기타purified by column chromatography (SiO2; EtOAc/PE80-100° C.=1:5)

실험 절차

To dry diethyl ether (10 mL) containing Mg turnings (0.24 g; 10 mmol) under N2 was added 1-bromo-2-methoxy-nonyl benzene (3.1 g; 10 mmol). 1,2-Dioiodoethane was added to initiate the reaction. Solid dry Ice (excess) was added after stirring for 1 hour and after additional stirring for 1 hour was added sat. NH4Cl (aq.; 20 mL) and then 4 M HCl (aq.; 2 mL). The organic phase was isolated, dried (MgSO4), filtered and purified by column chromatography (SiO2; EtOAc/PE80-100° C.=1:5) to yield 600 mg (20%) pure product.

출처