Formula (i) (in formula, the basis R1 carbon atom several 1 - 12 direct or the alkyl of ramification or the arukeniru basis, alkyl is substituted with option, the number of entire carbon atoms alkyl substitution and/or the alkoxy is substituted with shikuroarukiru , or option of 3 - 12, the number of entire carbon atoms is the aryl basis 6 - 12) 2 - substitution 4 - hydroxy - 4 - being manufacturing method of methyl tetrahydropyran, the aforementioned method, 3 - the methyl cover formula (ii) - 3 - en - 1 - all and formula (iii): R1 - CHO [in formula, the basis R1 has the same meaning as the case formula (i)] to include the reaction with the aldehyde, this reaction, under existing of the water and was executed strongly under existing of the acidic cation exchange body, next isolation and/or distillation separation, one or had the plural side section taking exits, with in or thermal connection form the divider wall tower in the link body of two distilled towers, it is executed (at least) by absolute operation pressure of 500 millibars or less, method.< Conversion 1 >式(I)(式中、基R1は炭素原子数1~12の直鎖若しくは分枝のアルキル若しくはアルケニル基、任意選択でアルキル置換されている、総炭素原子数が3~12のシクロアルキル基、又は任意選択でアルキル置換及び/若しくはアルコキシ置換されている、総炭素原子数が6~12のアリール基である)の2-置換4-ヒドロキシ-4-メチルテトラヒドロピランの調製方法であって、前記方法が、式(II)の3-メチルブタ-3-エン-1-オールと式(III):R1-CHO[式中、基R1は式(I)の場合と同じ意味を有する]のアルデヒドとの反応を含み、この反応が、水の存在下及び強酸性陽イオン交換体の存在下で実施され、次いで単離及び/又は蒸留分離が、一つ又は複数の側部取出口を備えた、仕切り壁塔中又は熱結合形態での(少なくとも)二つの蒸留塔の相互連結体中で、500ミリバール以下の絶対操作圧力で実施される、方法。【化1】
