Orthoamides, XIV. On the Reaction of  p ‐Tolyl‐ and Anisaldehyde with Formic Acid Bis(dimethylaminal)  tert ‐Butyl Ester to [1,2‐Bis(dimethylamino)vinyl]‐aryl Ketones (4, 5). The reaction is supposed to proceed via bis(dimethylamino)methyl aryl ketone (A, which undergoes disproportionation in a kind of Cannizzaro reaction to yield dimethylaminomethyl aryl ketone 6, isolated as an intermediate. | Zendy

Bredereck Hellmut | Zendy; Simchen Gerhard | Zendy; Kapaun Gustav | Zendy; Wahl Rudolf | Zendy

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Orthoamides, XIV. On the Reaction of p ‐Tolyl‐ and Anisaldehyde with Formic Acid Bis(dimethylaminal) tert ‐Butyl Ester to [1,2‐Bis(dimethylamino)vinyl]‐aryl Ketones (4, 5). The reaction is supposed to proceed via bis(dimethylamino)methyl aryl ketone (A, which undergoes disproportionation in a kind of Cannizzaro reaction to yield dimethylaminomethyl aryl ketone 6, isolated as an intermediate.

Author(s) -

Bredereck Hellmut,

Simchen Gerhard,

Kapaun Gustav,

Wahl Rudolf

Publication year - 1970

Publication title -

chemische berichte

Language(s) - German

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19701030935

Subject(s) - chemistry , aryl , formic acid , ketone , medicinal chemistry , organic chemistry , alkyl

Aus tert ‐Tolyl( 1 ) bzw. Anisaldehyd ( 2 ) entstehen mit Bis‐dimethylamino‐tert‐. butyloxy‐methan ( 3 ) [1.2‐Bis‐dimethylamino‐vinyl]‐aryl‐aryl‐ketone ( 4 , 5 ). Ihre Bildung wird über ein intermediäres Bis‐dimethylaminomethyl‐aryl‐keton ( A gedeutet, das in einer Art Cannizzaro‐Reaktion u.a. das als Zwischenprodukt isolierte Dimethylaminomethyl‐aryl‐keton 6 ergibt.

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