Reimer-Tiemann reaction
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. 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.[1][2][3]
Mechanism
References:
| 1. |
Reimer, K.
Ber. Dtsch. Chem. Ges.
1876,
9,
423–424.
|
| 2. |
Reimer, K.; Tiemann, F.
Ber. Dtsch. Chem. Ges.
1876,
9,
824–828.
|
| 3. |
Reimer, K.; Tiemann, F.
Ber. Dtsch. Chem. Ges.
1876,
9,
1268–1278.
|