반응 #155418

반응 방정식

4-hydroxybenzaldehyde

CH2Cl2

pyridine

isopropyl chloroformate

→

4-formylphenyl isopropyl carbonate

수율 100.0%

용매

toluene

MTBE

water

반응 조건

후처리

1. 1
   기타To a 250 mL dry round bottom flask
2. 2
   workup.STIRRINGAfter stirring at 0° C. for 2 hours
3. 3
   기타The aqueous layer was separated
4. 4
   세척the MTBE layer was washed
5. 5
   건조The organic layer was dried over Na2SO4
6. 6
   기타the solvent was evaporated

실험 절차

To a 250 mL dry round bottom flask were added 4-hydroxybenzaldehyde (4.88 g, 40.0 mmol), anhydrous CH2Cl2 (40 mL) and pyridine (4.2 mL, 52.0 mmol). The mixture was stirred in an ice-water bath, then a solution of isopropyl chloroformate in toluene (1.0 M, 48.0 mL) was added. After stirring at 0° C. for 2 hours, water (100 mL) and MTBE (300 mL) were added to the reaction mixture. The aqueous layer was separated, and the MTBE layer was washed, respectively, with cold water (80 mL), cold 5% NaOH aqueous solution (80 mL), cold water (80 mL), cold 0.5 N HCl aqueous solution (80 mL) and cold water (80 mL). The organic layer was dried over Na2SO4, and the solvent was evaporated to give 4-formylphenyl isopropyl carbonate (8.50 g) as pale yellow oil. Yield: 100%. 1H NMR (CDCl3, 300 MHz): δ=9.71 (s, 1H), 7.64 (d, J=8.4 Hz, 2H), 7.10 (d, J=8.7 Hz, 2H), 4.73 (seventet, J=6.0 Hz, 1H), 1.12 (d, J=6.3 Hz, 6H).

출처