1-Chloro-3-methyl-2-butene → Chroman

Participants

Reaction Steps

5.5 g (30 millimoles) of 2-methoxy-3-isopropoxy-phenol are dissolved in 30 ml of ether whereupon 2.1 g of metallic sodium are added in small portions and the mixture is heated to boiling for an hour. To the mixture 3.2 g (30 millimoles) of prenyl chloride are added dropwise and the reaction mixture is heated to boiling for 8 hours. The reaction mixture is worked up in the usual manner. Thus 4.4 g of "chromane" are obtained. This product is dissolved in 60 ml of benzene, 1.2 g of dichloro-dicyano-benzoquinone are added and the reaction mixture is purified as described in Example 3. Thus 3.7 g of the desired compound are obtained in the form of a colorless oil, yield 50%.

Provenance & Evidence