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6-(2-Tetrahydropyranyloxy)hexanol was prepared by a modification of the method described by Bohlmann, Jeute and Reinecke, Chem. Ber., 1969, 102, 3283. 3,4-Dihydro-2-H-pyran (33.6 g., 0.4 mole) was added dropwise at 30°C. with stirring to hexane-1,6-diol (47.2 g., 0.4 mole) in chloroform (500 ml.) and concentrated hydrochloric acid (30 drops). The temperature was allowed to rise to 40°C. and maintained at this level for 3 hours. The solution was then washed with aqueous sodium bicarbonate and then water and dried over potassium carbonate. The solvent was removed in vacuo, and the residue distilled under reduced pressure to give 6-(2-tetrahydropyranyloxy)hexanol (46.1 g., 57%), b.p. 102°-120°C./0.2 mm.Hg.

1. custom6-(2-Tetrahydropyranyloxy)hexanol was prepared by a modification of the method
2. customto rise to 40°C.
3. temperaturemaintained at this level for 3 hours
4. washThe solution was then washed with aqueous sodium bicarbonate
5. dry with materialwater and dried over potassium carbonate
6. customThe solvent was removed in vacuo
7. distillationthe residue distilled under reduced pressure