Baker, Wilson et al. published their research in Journal of the Chemical Society in 1948 | CAS: 100927-02-4

4-(Benzyloxy)-3-methylphenol (cas: 100927-02-4) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Synthetic Route of C14H14O2

Elbs persulfate oxidation of phenols and its adaptation to the preparation of monoalkyl ethers of quinols was written by Baker, Wilson;Brown, N. C.. And the article was included in Journal of the Chemical Society in 1948.Synthetic Route of C14H14O2 The following contents are mentioned in the article:

The oxidation of phenols to hydroquinones by K2S2O8 in alk. medium is termed “Elbs K2S2O8 oxidation” [cf. J. prakt. Chem. 48, 179(1893)]. The phenol (1 mol.) in 5 mols. 10% NaOH is oxidized by the slow addition (3-4 h.) of aqueous saturated K2S2O8 (temperature not above 20°); after standing overnight, the solution is acidified (Congo red), extracted with ether, the aqueous layer treated with excess HCl, heated 0.5 h. on a water bath, cooled, and extracted with ether. The following give the recovered phenol and the yield of oxidation product on the basis of unrecovered phenol (%): PhOH to p-C6H4(OH)2 48, 34; ο-HOC6H4CHO to 2,5-(HO)2C6H3CHO 24, 33; 1,3,5-Me2C6H3OH to 2,6,1,4-Me2C6H2(OH)2 (I) 30, 51; 1,3,2-Me2C6H3OH (II) to I 26, 40; 2,5-Me2C6H3OH to 2,5,1,4-Me2C6H2(OH)2 25, 56; ο-ClC6H4OH to 2,1,4-ClC6H3(OH)2 20, 62; p-MeC6H4OH to 3,4-(HO)2C6H3Me 20, 11; vanillin to 5,3,4-MeO(HO)2C6H2CHO 48, 3.6; p-HOC6H4CO2H to 3,4-(HO)2C6H3CO2H 71, 2. Some of the yields can be improved by isolation of the intermediate sulfate but this involves evaporation of large volumes of solution 2,6,4-Me2(HO)C6H2OSO3K (from II) (25 g.) in 60 cc. 90% EtOH and 50 cc. H2O containing 7 g. NaOH, treated (0.25 h.) at the b.p. with 14 g. PhCH2Cl and refluxed an addnl. 2 h., gives 22 g. 5-(benzyloxy)-m-2-xylenol, m. 97-9°. ο-HOC6H4Me (21 g.) gives 27 g. of the K SO4 salt, which with Me2SO4 and NaOH yields 27% 5,2-HO(MeO)C6H3Me; the m-isomer gives 34% 2,5-HO(MeO)C6H3Me. ο-HOC6H4Me yields 2-(benzyloxy)-5-hydroxytoluene, m. 69-70°; the 5-Me ether b0.5 135-8° and with HCl yields 2,5-HO(MeO)C6H3Me. II gives 2-methoxy-m-5-xylenol, m. 83°. This study involved multiple reactions and reactants, such as 4-(Benzyloxy)-3-methylphenol (cas: 100927-02-4Synthetic Route of C14H14O2).

4-(Benzyloxy)-3-methylphenol (cas: 100927-02-4) belongs to ethers. Esters perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market. Polyesters are important plastics, with monomers linked by ester moieties. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Synthetic Route of C14H14O2

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem