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HRID 5903생성일: 2026년 10월 23일

Hydrochloric Acid → Benzyl N-[2-(3,4-dihydroxyphenyl)ethyl]carbamate

https://huagongshe.com/ko/reaction/5903

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참여 물질

역할이름HCID투입량
반응물Hydrochloric AcidHCID 313—
반응물Benzyl chloroformateHCID 10387—
반응물Sodium HydroxideHCID 14798—
반응물Dopamine HydrochlorideHCID 65340—
반응물boric acid, sodium saltHCID 159383—
용매WaterHCID 962—
생성물Benzyl N-[2-(3,4-dihydroxyphenyl)ethyl]carbamateHCID 1110894696.5%

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온도15 °C

반응 단계

38.2 g (100 mmol) of sodium borate and 18.9 g (100 mmol) of dopamine hydrochloride were dissolved in 250 ml of water. To the solution thus obtained, was added a 2 N sodium hydroxide solution under a nitrogen gas stream to adjust the pH value to 9. Then 17.1 g (100 mmol) of benzyloxycarbonyl chloride was added dropwise thereto while stirring at 15° C. for 4 hours. Simultaneously, a 2 N sodium hydroxide solution was added to maintain the pH value of the reaction mixture to 9. After continuing the stirring for 2 hours, the mixture was adjusted to pH 1 to 2 with hydrochloric acid and then extracted with diethyl ether. Next, it was dried over anhydrous magnesium sulfate and the solvent was distilled off. After washing the residue with petroleum ether, the crude crystals thus obtained were recrystallized from ethanol/n-hexane (1 : 1 by volume). Thus 27.6 g (yield: 96.5% of the desired compound (m.p.: 134°- 135 ° C.) was obtained in the form of white crystals.

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05246949
출처 데이터셋uspto-grants-1993_09
ORD IDord-bd3436a3a9104be29be12b6fb5ed6ff9
출처 메모uspto-grants-1993_09