Reaktion #95206

Reaktionsgleichung

methyl mandelate

4,4'-bis(N,N'-dimethylamino)benzhydrol

methyl ether

tetramethylguanidine

→

solid

Bis(p-dimethylaminophenyl)methoxyphenyl Acetic Acid, Methyl Ester

Lösungsmittel

toluene

n-hexane

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Filtrationfiltered hot
3. 3
   Sonstigeleaving a light blue clear oil
4. 4
   Temperaturchilled

Vorschrift

A solution of methyl mandelate (97%, 6.44 g, 0.039 mole), 4,4'-bis(N,N'-dimethylamino)benzhydrol, methyl ether (11.0 g, 0.039 mole), 70 ml of tetrahydrofuran, 240 ml of n-hexane, 3 drops of methanesulfonic acid and 10 drops of acetic acid was refluxed for 6 hours, during which time an additional 200 ml of solvent was added. The volume was reduced to 200 ml, and decolorized with tetramethylguanidine and filtered hot. The filtrate was stripped, leaving a light blue clear oil. The oil was dissolved in toluene and chilled, yielding a white solid (2.8 g, mp 102°-105° C.).

Quelle