Comins, Daniel L.; Brown, Jack D. published the artcile< Ortho substitution of m-anisaldehyde via α-amino alkoxide directed lithiation>, Safety of 3-Methoxy-2-methylbenzaldehyde, the main research area is ortho substitution anisaldehyde; amino alkoxide directed lithiation; regioselective lithiation anisaldehyde; methylation anisaldehyde regioselective; methylanisaldehyde.
The directed lithiation of α-amino alkoxides derived from 3-MeOC6H4CHO (I) was studied. The α-amino alkoxides were formed in situ by the addition of I to N-MeLiNCH2CH2NMe2, MeLiNNMe2 or lithium N-methylpiperazide. Several lithiation-methylation reactions of the in situ formed α-amino alkoxides were performed and the products analyzed for 2,3-, 6,3- and 4,3-Me(MeO)C6H3CHO and I. Mixtures of products were obtained in several cases. A highly regioselective directed lithiation occurred at C(2) in C6H6 or PhMe in the presence of MeLiNNMe2 and PhLi. In this manner, 2,3-Me(MeO)C6H3CHO of 96% purity was prepared in 1 step from I in 91% yield.
Journal of Organic Chemistry published new progress about Lithiation, regioselective. 56724-03-9 belongs to class ethers-buliding-blocks, and the molecular formula is C9H10O2, Safety of 3-Methoxy-2-methylbenzaldehyde.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem