Formaldehyde → HCID 9972946, compound

Participants

Reaction Steps

A solution of 8,9-didehydro-6,8-dimethyl-2-methylthio ergoline (see Example 1) (2.84 g) in aqueous formaldehyde (40%, 35 ml) was refluxed for 2 hours. On cooling, water (100 ml) was added and the solution extracted several times with ethyl acetate. The organic extracts were collected, washed with water, dried over anhydrous magnesium sulphate and the solution filtered. It was reduced in vacuo to give a yellow oil which solidified on standing (2.2 g). This was passed through a dry neutral alumina column (100 g), eluting with chloroform and the final product, 8,9-didehydro-6,8-dimethyl-1-hydroxymethyl-2-methyl thioergoline recyrstallised from acetonitrile, m.p. 133°-135°.

Provenance & Evidence