Reaktion #623743

Reaktionsgleichung

aldehyde

1-[5-Chloro-2-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazole-3-carbaldehyde

LiCl

trimethylphosphonoacetate

DBU

→

ester

(E)-3-{1-[5-Chloro-2-(4-chloro-benzyloxy)-benzyl]-5-methyl-1H-pyrazol-3-yl}-acrylic Acid Methyl Ester

Lösungsmittel

CH3CN

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction mixture was partitioned between 2 M HCl (15 mL) and EtOAc (20 mL)
2. 2
   SonstigeThe organic layer was separated
3. 3
   Waschenwashed with sat. NaHCO3 (15 mL), brine (15 mL)
4. 4
   Trocknendried (Na2SO4)
5. 5
   Sonstigethe volatiles were removed in vacuo

Vorschrift

A solution of aldehyde 5 (0.25 g, 0.65 mmol), LiCl (0.03 g, 1.21 mmol), trimethylphosphonoacetate (0.11 mL, 0.71 mmol) and DBU (0.19 mL, 1.21 mmol) in CH3CN (10 mL) was stirred under a N2 atmosphere at RT for 2 h. The reaction mixture was partitioned between 2 M HCl (15 mL) and EtOAc (20 mL). The organic layer was separated, washed with sat. NaHCO3 (15 mL), brine (15 mL), dried (Na2SO4) and the volatiles were removed in vacuo to give a crude ester 6, 0.31 g (99%).

Quelle