《Syntheses related to etiojervane. III. The synthesis of 1,8-dimethyl – 7 – methoxy – 1,2,3,4,4a,9a – hexahydrofluoren – 2-one》 was published in Journal of Organic Chemistry in 1962. These research results belong to Barnes, Roderick A.; Sedlak, Michael. Application of 33797-34-1 The article mentions the following:
cf. CA 57, 2156h. The cyclization of 1-(methoxybenzyl)cyclohexanol did not yield a hexahydrofluorene but rather a substance believed to be 2-methoxy-5,6,7,8,9,10-hexahydro-5,9-methano-benzocyclooctene (I). In an alternate approach the alkylation of Hagemann’s ester with benzyl chloride was found to take place at the 2-position. The alkylation products from benzyl chloride and substituted benzyl chlorides could be cyclized either before or after reduction of the double bond to fluorene derivatives The carboxyl group of 7-methoxy-1,8-dimethyl-1,2,3,4,4a,9a-hexahydrofluorene-2-carboxylic acid was degraded to yield II, which should be readily convertible to a degradation product of jervine. In the experiment, the researchers used many compounds, for example, (3-Methoxy-2-methylphenyl)methanol(cas: 33797-34-1Application of 33797-34-1)
(3-Methoxy-2-methylphenyl)methanol(cas: 33797-34-1) belongs to ethers.Oxygen is more electronegative than carbon, thus the alpha hydrogens of ethers are more acidic than those of simple hydrocarbons. Application of 33797-34-1 They are far less acidic than alpha hydrogens of carbonyl groups (such as in ketones or aldehydes), however.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem