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Laboratory Methods of Organic Chemistry - Sciencemadness Dot Org

Laboratory Methods of Organic Chemistry - Sciencemadness Dot Org

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CAFFEINE FKOM TEA 405<br />

cools the argmme hydrochlonde is almost quantitatively precipitated<br />

in sheaves <strong>of</strong> prisms which are recrystalhsed m the same way<br />

Yield 7-8 g<br />

rf-Arginine monohydrochlonde smters at 218° and decomposes<br />

with copious frothing at 235°<br />

The flavianic acid can be recovered from its sparingly soluble barium<br />

salt as follows Decompose the salt with a slight excess <strong>of</strong> hot 20 per<br />

cent sulphuric acid, filter at the pump while hot, add some concentrated<br />

hydrochloric acid to the clear filtrate, and allow the free sulphonic acid<br />

to crystallise<br />

The method given by Bergmann 1 for the preparation <strong>of</strong> arginine<br />

may also be recommended here<br />

10 CAFFEINE FROM TEA<br />

In the simplified extraction apparatus (Fig 27 on p 35) 100 g<br />

<strong>of</strong> finely powdered tea or tea dust are extracted for eight hours with<br />

400 c c <strong>of</strong> alcohol The alcoholic extract is then added to a suspension<br />

<strong>of</strong> 50 g <strong>of</strong> magnesium oxide in 300 c c <strong>of</strong> water, and the whole<br />

is evaporated to dryness on the steam bath m a porcelam basm<br />

with frequent stirrmg The pulverulent residue is boiled once with<br />

500 c c and then three times with 250 c c <strong>of</strong> water and filtered while<br />

hot at the pump<br />

After 50 c c <strong>of</strong> dilute sulphuric acid have been added to the<br />

combined nitrates, they are concentrated to about one-third <strong>of</strong> their<br />

volume, filtered if necessary while hot from the flocculent precipitate<br />

which occasionally forms, and then extracted five times with 30 c.c<br />

portions <strong>of</strong> chlor<strong>of</strong>orm<br />

The pale yellow chlor<strong>of</strong>orm solution is decolorised by shaking,<br />

first with a few cubic centimetres <strong>of</strong> sodium hydroxide solution, then<br />

with the same volume <strong>of</strong> water, and is evaporated to dryness The<br />

residue <strong>of</strong> crude caffeine is recrystallised from a little hot water<br />

Yield 2 0-2 5 g. S<strong>of</strong>t, flexible, silky needles containing one molecule<br />

<strong>of</strong> water <strong>of</strong> crystallisation<br />

In the same way theobromme can be isolated from cocoa powder<br />

which has previously been freed from fat with ether or petrol ether<br />

in an extractor Prepare caffeine from the theobromme by methylation<br />

according to the method <strong>of</strong> H Blitz 2<br />

1 Z physiol Chem, 1926, 152, 293<br />

2 Annalen, 1917, 413, 190 The reaction was first carried out by A Strecker<br />

(Annalen, 1861, 118, 170)

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