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    • 3. 发明授权
    • Preparation of certain 2-methyl-2,3-dihydro-benzofuran-7-ols
    • 某些2-甲基-2,3-二氢 - 苯并呋喃-7-醇的制备
    • US4321204A
    • 1982-03-23
    • US170443
    • 1980-07-21
    • Gerhard ButtnerKarl-Friedrich ChristmannManfred LentheUdo Allenbach
    • Gerhard ButtnerKarl-Friedrich ChristmannManfred LentheUdo Allenbach
    • C07C41/16C07B61/00C07C41/00C07C43/23C07C67/00C07D307/86
    • C07C43/23C07D307/86
    • In the preparation of a 7-hydroxycoumaran of the formula ##STR1## in which Z is a hydrogen atom or a substituent which is inert under the subsequent reaction conditions,R.sup.1 is a hydrogen atom or a C.sub.1 to C.sub.4 -alkyl radical, andn is 1, 2 or 3wherein a pyrocatechol of the formula ##STR2## is reacted with an allyl compound of the formula ##STR3## in which Y is a halogen atom, a C.sub.1 to C.sub.4 -alkyl-sulphonate radical or an aryl-sulphonate radical,to form the mono-ether of the pyrocatechol in a first stage, and in a second stage, of the pyrocatechol monoether formed in the first stage is rearranged to a 3-alkenylpyrocatechol, and in a third stage the 3-alkenylpyrocatechol formed in the second stage, is cyclized, the improvement which comprises stages. (b) carrying out the second stage at a pH of about 2-8. Advantageously glycol monomethyl ether is employed as the solvent in all stages and the third stage is carried out with a residence time of about 1-30 minutes and with a narrow residence time spectrum corresponding to a Bodenstein-index 5, optionally in the presence of an iron salt.
    • 在制备其中Z为氢原子的式“IMAGE”的7-羟基香豆素或在随后的反应条件下为惰性的取代基时,R 1为氢原子或C 1至C 4 - 烷基,n为 1,2或3其中式IMAMA的邻苯二酚与其中Y是卤素原子,C1-C4烷基磺酸根基或芳基 - 磺酸根基团的式“IMAGE”的烯丙基化合物反应, 在第一阶段中形成邻苯二酚的单醚,在第二阶段将第一阶段中形成的邻苯二酚单醚重新排列为3-链烯基邻苯二酚,第三阶段中形成的3-链烯基邻苯二酚 阶段,循环,改进包括阶段。 (b)在约2-8的pH下进行第二阶段。 在所有阶段中,优选使用二醇单甲醚作为溶剂,第三阶段以约1-30分钟的停留时间和对应于博登斯坦指数5的窄停留时间光谱进行,任选地在 铁盐