참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | 4-Nitro-3-phenyl-L-alanine | HCID 13706 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | 2,6-Dichlorobenzoyl chloride | HCID 78392 | — |
| 용매 | Acetone | HCID 180 | — |
| 용매 | Water | HCID 962 | — |
| 생성물 | N-(2,6-Dichlorobenzoyl)-4-nitro-L-phenylalanine | HCID 58018322 | 97.5% |
반응 단계
200 mL of water and 91 mL of acetone were mixed and 72.4 g (344 mmol) of 4-nitro-L-phenylalanine was added thereto and cooled down to 10° C. or lower. 68 mL of 6M sodium hydroxide aqueous solution was added dropwise to the solution so that the temperature thereof did not exceed 15° C. Keeping around pH 14, 73.58 g (344 mmol) of 2,6-dichlorobenzoyl chloride was slowly added dropwise thereto. In order to keep around pH 14, if needed, a sodium hydroxide aqueous solution was added dropwise. 2 hours later of completion of drop, 86 mL of 6M hydrochloric acid was added with keeping the temperature of the reaction solution at 15° C. or lower to precipitate white crystals. After maturing at 10° C. or lower, the crystals were separated, dried under reduced pressure at 60° C. to obtain 128.5 g of Nα-(2,6-dichlorobenzoyl)-4-nitro-L-phenylalanine. (Yield: 97%) 1H NMR (400 MHz, DMSO-d6): 9.12 (d, 1H, J=8.42 Hz), 8.16 (d, 2H, J=8.78 Hz), 7.59 (d, J=8.77Hz), 7.42 (m, 3H), 3.29 (m), 3.07 (dd, 1H, J=3.64 and 10.42 Hz). 13C NMR (100 MHz, DMSO-d6): 172.25, 163.74, 146.68, 146.18, 131.51, 131.37, 131.05, 128.37, 123.55, 53.17, 36.74.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07737274B2 |
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| 출처 데이터셋 | uspto-grants-2010_06 |
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| ORD ID | ord-fe3a8c7c105a458f97a5dc0c5bd7a085 |
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| 출처 메모 | uspto-grants-2010_06 |
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