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Ethyl Acetate → Ethyl 2-[3-[2-(N-Benzoxazol-2-yl)aminoethyl]phenoxy]-2-methylpropionate

HRID 480714
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HRID 480714 반응식
[NH2:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][CH:18]=1)[O:7][C:8]([CH3:15])([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10].C(N(C(C)C)CC)(C)C.Cl[C:29]1[O:30][C:31]2[CH:37]=[CH:36][CH:35]=[CH:34][C:32]=2[N:33]=1.C(OCC)(=O)C>O1CCCC1>[O:30]1[C:31]2[CH:37]=[CH:36][CH:35]=[CH:34][C:32]=2[N:33]=[C:29]1[NH:1][CH2:2][CH2:3][C:4]1[CH:5]=[C:6]([CH:16]=[CH:17][CH:18]=1)[O:7][C:8]([CH3:15])([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 119862-ChlorobenzoxazoleHCID 81531DiisopropylethylamineHCID 187664062-[3-(2-Amino-ethyl)-phenoxy]-2-methyl-propionic acid ethyl ester

생성물 1

HCID 18766465Ethyl 2-[3-[2-(N-Benzoxazol-2-yl)aminoethyl]phenoxy]-2-methylpropionate

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

Ethyl 2-[3-(2-aminoethyl)phenoxy]-2-methylpropionate (1.1 g, 4.38 mmol) was dissolved in tetrahydrofuran (22 mL). Subsequently, diisopropylethylamine (1.14 mL, 6.57 mmol) and then 2-chlorobenzoxazole (611 mL, 5.26 mmol) were added thereto, and the mixture was stirred under argon atmosphere for 14 hours at room temperature. Ethyl acetate was added to the reaction mixture. Washing was performed sequentially with water and saturated brine, followed by drying over sodium sulfate. Thereafter, the reaction mixture was subjected to filtration, concentration under reduced pressure, and purification by silica gel column chromatography (n-hexane/ethyl acetate=10/1), whereby the target compound was obtained (900 mg, 2.44 mmol, 55.8%).

후처리

  1. washWashing
  2. dry with materialby drying over sodium sulfate
  3. filtrationThereafter, the reaction mixture was subjected to filtration, concentration under reduced pressure, and purification by silica gel column chromatography (n-hexane/ethyl acetate=10/1), whereby the target compound
  4. customwas obtained (900 mg, 2.44 mmol, 55.8%)

출처 및 근거

ORD 기록
ord-0fcdfda1276f4bdd92295fb9155cc06b
출처 데이터셋
uspto-grants-2003_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06653334B1

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