CAS: 37674-72-9; 6-Chlorochroman-4-One

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📜5'-Chloro-2'-Hydroxy-3-Dimethylaminopropiophenone Hydrochloride置于氢氧化钾体系中,用 水 作为反应溶剂,化学反应 0.25H,以38%的收率获得产物6-氯-4-二氢色原酮
参考文献:A Modified Synthesis Of 4-Chromanones
标题:A Modified Synthesis Of 4-Chromanones
摘要:通过分离曼尼希碱盐酸盐并用氢氧化钾滴定环化,可以避免 2-羟基苯乙酮与甲醛缩合合成 4-苯并吡喃酮的问题.
DOI:10.1055/s-1989-27369

专利信息

专利号:US-4286098-A
优先权日:1980-03-28
标 题:Process for the preparation of chiral hydantoins
发明人：SARGES REINHARD
权利人:PFIZER
摘要:A novel process for the synthesis of chiral hydantoins of the structure ##STR1## wherein X is fluoro or chloro, from the corresponding 6-halo-4-chromanone of the structure ##STR2## is described. The compounds I are valuable in the treatment of certain chronic complications arising from diabetes mellitus. In addition the compound of the formula I wherein X is chloro possesses complementary hypoglycemic activity. n The process comprises the sequence of dehydrative coupling of the halochromanone (II) with S-(-)-alpha-methylbenzylamine to form the imine of structure ##STR3## addition of hydrogen cyanide to form the nitrile of structure ##STR4## condensation with chlorosulfonylisocyanate (or its equivalent) to form the alpha-methylbenzylhydantoin of structure ##STR5## and finally solvolysis of the latter to the chiral hydantoin of structure I.

专利号:US-4348526-A
优先权日:1980-03-28
标题:Intermediates in the preparation of chiral hydantoins
发明人：SARGES REINHARD
权利人:PFIZER
摘要:A novel process for the synthesis of chiral hydantoins of the structure ##STR1## wherein X is fluoro or chloro, from the corresponding 6-halo-4-chromanone of the structure ##STR2## is described. The compounds I are valuable in the treatment of certain chronic complications arising from diabetes mellitus. In addition the compound of the formula I wherein X is chloro possesses complementary hypoglycemic activity. n The process comprises the sequence of dehydrative coupling of the halochromanone (II) with S-(-)-alpha-methylbenzylamine to form the imine of structure ##STR3## addition of hydrogen cyanide to form the nitrile of structure ##STR4## condensation with chlorosulfonylisocyanate (or its equivalent) to form the alpha-methylbenzylhydantoin of structure ##STR5## and finally solvolysis of the latter to the chiral hydantoin of structure I.

专利号:US-4419521-A
优先权日:1981-11-12
标 题 :6-Halo-4-chromanamines useful as intermediates to make chiral hydantoins
发明人：SARGES REINHARD
权利人:PFIZER
摘要:A novel process for the synthesis of chiral hydantoins of the structure (I) wherein X is fluoro or chloro, from the corresponding 6-halo-4-chromanone of the structure (II) is described. The compounds I are valuable in the treatment of certain chronic complications arising from diabetes mellitus. In addition the compound of the formula I wherein X is chloro possesses complementary hypoglycemic activity. The process comprises the sequence of dehydrative coupling of the halochromanone (II) with S-(-)-alpha-methylbenzylamine to form the imine of structure (III) addition of hydrogen cyanide to form the nitrile of structure (IV) condensation with chlorosulfonylisocyanate (or its equivalent) to form the alpha-methylbenzylhydantoin of structure (V) and finally solvolysis of the latter to the chiral hydantoin of structure I.

专利号:US-2023002426-A1
优先权日:2019-11-15
标题 :Chiral synthesis of a tertiary alcohol

专利号:WO-2021097139-A1
优先权日:2019-11-15
标 题 :Chiral synthesis of a tertiary alcohol