Triethylamine → N-(3,5-Dichloro-benzyl)-2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-methyl-acetamide

HRID 2214708노트

반응식

HRID 2214708 반응식
[CH3:1][C:2]1([CH3:12])[O:6][C:5](=[CH:7][C:8](Cl)=[O:9])[C:4](=[O:11])[O:3]1.Cl.[Cl:14][C:15]1[CH:16]=[C:17]([CH:21]=[C:22]([Cl:24])[CH:23]=1)[CH2:18][NH:19][CH3:20].CCN(CC)CC>C(Cl)Cl>[Cl:14][C:15]1[CH:16]=[C:17]([CH:21]=[C:22]([Cl:24])[CH:23]=1)[CH2:18][N:19]([CH3:20])[C:8](=[O:9])[CH:7]=[C:5]1[C:4](=[O:11])[O:3][C:2]([CH3:12])([CH3:1])[O:6]1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 174805Benzenemethanamine, 3,5-dichloro-N-methyl-, hydrochlorideHCID 85435482(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride

생성물 1

HCID 69655600N-(3,5-Dichloro-benzyl)-2-(2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-N-methyl-acetamide수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a stirred solution of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride (0.96 g, 5 mmol) in CH2Cl2 (20 mL) was added a solution of 3,5-dichlorobenzyl-methylamine hydrochloride (1.133 g, 5 mmol) and Et3N (2 mL) in CH2Cl2 (25 mL). The addition flask was rinsed with CH2Cl2 (5 mL) and added to the reaction mixture. After 2 h, the reaction mixture was concentrated and the resulting residue was triturated with ether (100 mL), filtered and concentrated to give the desired product as a viscous brown oil (1.70 g, 100% yield). 1HNMR (300 MHz, CDCl3) δ: 7.30–7.27 (1H, m), 7.16 (1.5H, br s), 7.06 (0.5H, s), 6.17 (0.66H, s), 6.07 (0.34H, s), 4.59 (1.33H, s), 4.53 (0.67H, s), 3.03 (2H, s), 2.97 (1H, s), 1.74 (4H, s), 1.70 (2H,s).

후처리

  1. washThe addition flask was rinsed with CH2Cl2 (5 mL)
  2. additionadded to the reaction mixture
  3. concentrationthe reaction mixture was concentrated
  4. customthe resulting residue was triturated with ether (100 mL)
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4a8138d189534cfabd82e09fba9f1f88
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07109186B2

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