CONDENSATIONS—ALYLATIONS IN STANDARD EQUIPMENT

Nov 12, 2010 - Publication Date: November 18, 1957. Copyright © 1957 AMERICAN CHEMICAL SOCIETY. ACS Chem. Eng. News Archives. First Page Image...
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GIGH IN CLARITY AND PURITY! SHIP ED IN TANK CARS AND TRUCKS FROM STRATEGICAL Y LOCATED STOCKS higher yields, faster, at lower temperatures Higher yields, faster, at lower temperatures . . . safe reactions without forcing, without by-product alcohols . . . that's what you'll find M H I sodium hydride oil dispersion will provide! M H I N a H is a powerful, easy-to-handle condensing agent for Claisen, Dieckmann, Stobbe, nitrile and related ester condensations, alkyîations and other base catalyzed reactions. In addition t o other advantages over such common reagents as sodamide, sodium methylate and sodium metal, M H I N a H eliminates forcing techniques. Condensations a r e carried out without forcing and without the formation of by-product alcohol common with sodium methylate reactions. Equally important is the use of N a H

in oil for metallation and alkylation of amines using the N a H in conjunction with alkyl halides to form unsymmetrical amines. M H I NaH crystals are uniformly dispersed in Bayol 85 — an inert white mineral oil. With this oil film, M H I N a H crystals will not react with the moisture in the air. I t can be mechanically or hand-fed directly to the reaction vessels. Because the Bayol is readily miscible in organic solvents, the microfine, highly reactive hydride reacts easily, smoothly and rapidly. This cuts reaction times a n d markedly improves yields at lower operating temperatures.

HERE ARE SEVERAL ALKYLATION EQUATIONS OF SIGNIFICANT INTEREST:

Alkylation H ι Ν

of phenothiazine-

with n-butyI bromide: C4H9 I

+ C4£Ï9Br + N a H - )

4- NaBr + H 2 L-

Alkylation

of Morpholine

Ο

bromide:

of p-anisidine

with

ethyl

bromide OCH3

+ C 2 HsBr + CH3I + 2 N a H - > H H Alkylation

S

with ethyl

Alkylation OCH3

of ethyl phenyl

J + OHeBr + N a H - > f H

J

iodide:

+ NaBr + Nal + 2H 2

C?H5 C H 3 acetate with butyl

- C H 2 C9- OC2H5 +.C

(

and methyl

bromide: GH,0 C- OC 2 H 5 +NaBr+H2

+NaBr+H2

C2H5 Bulletin 510

N O W AVAILABLE! - Polymerization catalists for ethylene from Sodium Hydride Brochure — Sodium Hydride Dispersed in Oil.

GIGH IN CLARITY AND PURITY! SHIP ED IN TANK CARS AND TRUCKS FROM STRATEGICAL Y LOCATED STOCKS S:7·'?^-

FOR

20

p O N OR JE Ws > T R Ε Ε τ; Β E ^

YEARS

F»-| Ο Ν Ε Ε R S I Ν H Y O R Ô G ΕΞ Ν C O M P O U Ν D S

NOV.

IS,

1957

C&EN

113