Reaktion #336906

Reaktionsgleichung

iodomethane

potassium carbonate

1-(3-Bromo-4-hydroxy-5-trifluoromethylphenyl)ethanone

trimethyl orthoformate

→

desired product

1-Bromo-5-(1,1-dimethoxyethyl)-2-methoxy-3-trifluoromethylbenzene

Lösungsmittel

n-heptane water

DMF

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter stirring for 6 h
2. 2
   workup.WAITto stand overnight
3. 3
   SonstigeAfter separating off the organic phase, it
4. 4
   Extraktionwas additionally extracted once with n-heptane
5. 5
   Trocknenthe combined heptane phases were dried over magnesium sulfate
6. 6
   Filtrationfiltered
7. 7
   Einengenconcentrated

Vorschrift

1-(3-Bromo-4-hydroxy-5-trifluoromethylphenyl)ethanone (6.8 g) was dissolved in absolute methanol (50 ml) and treated successively with DL-10-camphorsulfonic acid (111 mg) and trimethyl orthoformate (8 ml). After stirring at RT for 2 h, DMF (75 ml) and potassium carbonate (5.0 g) were added, followed by iodomethane (3 ml). After stirring for 6 h, the batch was allowed to stand overnight and was treated with a 1:1 mixture of n-heptane/water. After separating off the organic phase, it was additionally extracted once with n-heptane and then the combined heptane phases were dried over magnesium sulfate, filtered and concentrated. 7 g of the desired product were obtained.

Quelle