참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Bis(2-Methoxyethyl)amine | HCID 2383 | — |
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | Bromoacetyl bromide | HCID 61147 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 2-bromo-N,N-bis(2-methoxyethyl)acetamide | HCID 10800906 | 82% |
반응 단계
To a stirred solution of DCM, bis(2-methoxyethyl)amine (40.0 g, 44.0 mL, 300 mmol), and triethylamine (69.25 mL, 500 mmol), under a nitrogen atmosphere at −78° C. was added drop wise bromo acetyl bromide (34.8 mL, 400 mmol). After stirring at −78° C. for 5 h, the reaction mixture was allowed to warm up to −20° C. and then quenched by addition of water (60 mL). The organic phase was washed with distilled water (3×30 mL), saturated ammonium chloride (3×30 mL), saturated sodium bicarbonate (3×30 mL) and brine (2×30 mL). The organic phase was then dried over magnesium sulfate, filtered and solvents removed via rotary evaporation to yield a crude product in 82% yield (62.3 g, 245 mmol). The crude product was then distilled under high vacuum at 170° C. to give pale yellow crystals in 49% yield (35.57 g, 140 mmol). Pure product can also be recrystallised from the crude material with diethyl ether.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08541598B2 |
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| 출처 데이터셋 | uspto-grants-2013_09 |
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| ORD ID | ord-61514cbc193a4022a9a1df6e9869aacf |
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| 출처 메모 | uspto-grants-2013_09 |
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