(1H-indol-3-yl)(naphthalen-1-yl)methanone [CAS 109555-87-5; InChIKey QIXQGVQLBPQVOR-UHFFFAOYS

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2 reactions in Reaxys

2016-02-29 03h:08m:35s (EST)

F F

AH

F

1. Query

F OH

NH F

F

Search as: As drawn, No salts, No mixtures

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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2016-02-29 03:12:40

F

F

F

F OH

NH 2

F

F

Rx-ID: 25335736 View in Reaxys 1/2 Yield

Conditions & References II : Variant α EXAMPLE II STR11 Variant α 88.5 g (0.5 mole) of 3-aminobenzotrifluoride were allowed to run into a slution of 2 l of water and 73.5 g (0.75 mole) of sulfuric acid at 10° C, the mixture was then cooled rapidly and a solution of 35 g (0.5 mole) of sodium nitrate in 100 ml of water was added in the course of one hour at 0° to 5° C. The mixture was stirred further for half an hour at -10° C and half an hour at room temperature and was then slowly heated up.

At 80 ° to 90° C, a vigorous evolution of nitrogen was observable.

Towards the end, the mixture was further warmed to 100° C. The dark red oil which separated out was taken up in 350 ml of methylene chloride and the aqueous phase was separated off and discarded.

After stripping off the solvent, the residue was distilled. 34.7 g (43percent of theory) of 3-hydroxybenzotrifluoride of boiling point 72° to 90° at 12 mm Hg were thus obtained.

With sodium nitrate, sulfuric acid in dichloromethane, water Patent; Bayer Aktiengesellschaft; US4087272; (1978); (A1) English View in Reaxys

F

F

F

F

F

Cl

OH

NH 2

F

F F F

Rx-ID: 584776 View in Reaxys 2/2 Yield

Conditions & References With hydrogenchloride, Diazotization.Eintragen der Diazoniumsalz-Loesung in siedende wss. CuSO4-Loesung Whalley; Journal of the Chemical Society; (1949); p. 3016,3019 View in Reaxys

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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2016-02-29 03:12:40