Alkoxybenzenes itre partly converted with expulsion of one 0-alkyl group into phenoxyacetic acids during Buchner-type ringexpansions with diazoacetic ester. Methylenedioxybenzene, when heated with diazoacetic ester, yields benzodioxen-2-carboxylic ester.Reaction of Anisole and Diazoacetic Ester under Ultra-violet Irradiation.-Anisole (21 6 g.) was mixed with diazoacetic ester (25 c.c.) and irradiated with ultra-violet light for 3 weeks. Excess of the reactants was removed from the brown mixture under reduced pressure (steambath), and the dark brown residue fractionated into the following : (i) b. p. 79-87"/0.01 mm.(4-4 g.), a light yellow oil giving a dark red colour with concentrated sulphuric acid; (ii) b. p. 93-120"/0-01 mm. (1.1 g.), a dark yellow oil; and (iii) residue (5.2 g.), a brown tar. Fraction (i) (1 g.) was saponified with an ice-cooled solution of potassium hydroxide (0-3 g.) in methanol (5 c.c.), and the potassium salt which precipitated was separated and dried (284 mg.). Acidification gave phenoxyacetic acid (167 mg.), m. p. 99". C,,H,,OS requires C , 60.0; H, 6.7%).A yellow colour was obtained with concentrated sulphuric acid.
c '77 3 V. Noch eitz fpaterer Zrfacz des Prof: B e r z e 2 i u J zu feinen Ye,$icfzeiz nit Sclrwefel-KofLlen~o~; u n d e i n i g e V e r f u c h e iiber Kiilteerzeugurig dirrch digen Kiirper V O~L f. M u r r a y *).t . A. (zu S. 161 a,) Urn zu unterluchen, ob dieregulinilchen Metalle fich mit dem Schwefel-Kohlenltoff un-Aerfetzt, oder nur mit dem Schmefel d d e l b e n verbinden, und denKohlenfioff abrcheiden, FiillteHr. Berzelius ein kleines Glaskiigelchen niit Schwefel-Kohknrtoff, lchmolz die feine Riihre, durch die es gefiillt worden war, zu, brachte es in eine Retorte zugleich mit einem Schalchen, worin Gch etwas gefchmelztes Kalium befand, pumpte die Retorte fchnell luftleer , und zerbrach das Glaskiigelchen durch einen pfBtzlichen Kuck mit der Retorte. Sogleich verbteitete lich (Jer Schwefel -Kohlenfioff in Dampfgefialt durch den luftleeren Haurn, und els nun Warme zu Hiilfc? genommen m r d e i entztindete fich das Kaliurn und brannte mit rother *) Be& erhalte ich erlt, nachdrrn rorfiehende Aufrdt~8 f&On gbfbUC W a r d . G t l J c r r .
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