2,2-BIS(4-HYDROXY-3,5-DIMETHYLPHENYL)PROPANE synthesis

Yield:5613-46-7 94%

Reaction Conditions:

with sulfuric acid in Petroleum ether at 27; for 3.75 h;

Steps:

4.2.4 Typical experimental procedure for bis-phenols (7, 20a-e)^12,18
General procedure: To a stirred mixture of 2,6-dimethyl phenol 8 (5.0g, 41.0mmol) and aldehyde/ketone (94.0mmol) in light petroleum (40ml) hydrochloric acid (5ml, 36% w/v) was added in the case of aldehydes or H₂SO₄ (1.5ml, 98%) in the case of ketones over a period of 15minat room temperature (27°C) and was further stirred for an appropriate time (Table 1). The reaction mixture was then diluted 10 times of its volume with water and was further stirred for 15min. The solid thus obtained was filtered on a Buchner funnel, washed thoroughly with water and dried at 85-90°C under vacuum to give the crude product, which was purified by flash chromatography. Elution of the column with EtOAc/hexane afforded bisphenol as a white crystalline solid. The structures of the products 7, 20(a-e) were confirmed by completely matched mp, IR, ¹H and ¹³C NMR and mass data reported in literature.^12,18

References:

Singh, Deepak;Chaudhari, Umesh V.;Deota, Pradeep T. [Tetrahedron,2014,vol. 70,# 30,p. 4485 - 4493]

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