참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Benzyl chloroformate | HCID 10387 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | Dopamine Hydrochloride | HCID 65340 | — |
| 반응물 | boric acid, sodium salt | HCID 159383 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | Benzyl N-[2-(3,4-dihydroxyphenyl)ethyl]carbamate | HCID 11108946 | 96.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05246949 |
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| 출처 데이터셋 | uspto-grants-1993_09 |
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| ORD ID | ord-bd3436a3a9104be29be12b6fb5ed6ff9 |
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| 출처 메모 | uspto-grants-1993_09 |
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