Reaktion #1149657

Reaktionsgleichung

HCl

title compound

5-(2,6-Dichloro-4-methoxymethyl-phenoxy)-2-methoxy-benzaldehyde

2-methyl-2-butene

sodium hypochlorite

→

title compound

Ausbeute 100.7%

5-(2,6-Dichloro-4-methoxymethyl-phenoxy)-2-methoxy-benzoic acid

Ausbeute 100.7%

Lösungsmittel

tert-butanol tetrahydrofuran

potassium dihydrogen phosphate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate (3×20 ml)
2. 2
   WaschenThe combined organic extracts were washed with 1N HCl (2×40 ml), brine (40 mL)
3. 3
   Sonstigedried
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated

Vorschrift

To a solution of the title compound of Step C (228 mg, 0.67 mmol) and 2-methyl-2-butene (2M in tetrahydrofuran, 5 ml, 10.0 mmol) in tert-butanol/tetrahydrofuran (1 ml/3 ml) was added slowly a solution of sodium hypochlorite (543 mg, 6.0 mmol) in potassium dihydrogen phosphate aqueous solution (0.6 M, 8 ml). The reaction mixture was stirred for one hour at room temperature. The mixture was acidified with 1N HCl and extracted with ethyl acetate (3×20 ml). The combined organic extracts were washed with 1N HCl (2×40 ml), brine (40 mL), dried, filtered, and concentrated to afford the title compound (241 mg) as a viscous oil which was used in the next step without further purification. MS (APCI−) Calc: 356.0, found: 355.0 (M−1).

Quelle