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Author: Subject: Formylation of Salicylic acid?
guy
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[*] posted on 10-6-2007 at 14:35
Formylation of Salicylic acid?


I know salicylic acid can be formylated with CHCl3 with 20% yield in the ortho form. I need help with the experiment though. How much should I add of NaOH and CHCl3?
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kmno4
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[*] posted on 12-6-2007 at 04:31


You can find it in references in Organic Reactions vol.28 (via MadHatter ftp.)
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guy
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[*] posted on 12-6-2007 at 12:46


How do you guys get access to ftp's?
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PainKilla
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[*] posted on 12-6-2007 at 13:04


This is relevant:

The Reimer-Tiemann Reaction.
Hans Wynberg
pp 169 - 184; DOI: 10.1021/cr60204a003

Attachment: reimer.pdf (1.4MB)
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guy
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[*] posted on 12-6-2007 at 13:15


Thanks, according to that I should use at least a 10:1 NaOH to phenol molar ratio :o
I could do that but it says I need to separate using steam distillation which is out of the question for me. I guess bisulfite would work though.
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