The Reimer-Tiemann reaction is an organic reaction used to convert a phenol to an o-hydroxy benzalde-hyde using chloroform, a base, and acid work-up. Ethyl 2-formylisonicotinate uses The mechanism begins with abstraction of the proton from chloroform with the base to form a trichlorocarbanion which spontaneously loses a chloride ion to form a neutral dichlorocarbene. The base also deprotonates the phenol reagent which then attacks the carbene. A series of steps and a final acid work-up result in the o-hydroxy benzaldehyde product. 5371-70-0 Data Sheet [1][2][3]
Mechanism
References:
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Reimer, K. Ber. Dtsch. Chem. Ges. 1876, 9, 423–424.
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2. |
Reimer, K.; Tiemann, F. Ber. Dtsch. Chem. Ges. 1876, 9, 824–828.
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3. |
Reimer, K.; Tiemann, F. Ber. Dtsch. Chem. Ges. 1876, 9, 1268–1278.
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