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HRID 6517作成日:2026年10月24日

Hydrochloric Acid → 4-Carboxybenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl sulfoxide

https://huagongshe.com/ja/reaction/6517

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物4-Carboxybenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl thioetherHCID 14850588—
反応物Sodium periodateHCID 23667635—
溶媒EthanolHCID 702—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物4-Carboxybenzyl 5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl sulfoxideHCID 1485058939.6%

反応手順

A solution of 3.4 g (16 mmol) of sodium periodate in 30 ml of water was added dropwise to 5.3 g (15 mmol) of the thioether from Example 10 in a mixture of 150 ml of ethanol and 40 ml of dimethylformamide at 0° C., and the mixture was then stirred at the same temperature for 2 hours and at room temperature overnight. The reaction solution was then poured into water, the pH was adjusted to 5 with 2N hydrochloric acid, the mixture was extracted with dichloromethane, and the organic extracts were washed with water, dried over magnesium sulfate and evaporated under reduced pressure. Crystallization of the oily residue from ethanol yielded 2.2 g of title compound of melting point 198°-200° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05248823
出典データセットuspto-grants-1993_09
ORD IDord-3975e3cba1d24b4fba5c7e42d9b53709
出典メモuspto-grants-1993_09