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1,2-Dichloroethane → HCID 58979489, 화합물

HRID 1181093
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HRID 1181093 반응식
[CH2:1]([O:3][C:4](=[O:27])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][C:10]=1[CH2:23][C:24](O)=[O:25])([CH3:7])[CH3:6])[CH3:2].[Cl-].[NH4+].C(Cl)CCl.O.O[N:36]1C2C=CC=CC=2N=N1.C(N(C(C)C)C(C)C)C>CN(C=O)C>[CH2:1]([O:3][C:4](=[O:27])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:11][C:10]=1[CH2:23][C:24](=[O:25])[NH2:36])([CH3:7])[CH3:6])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 111,2-DichloroethaneHCID 25517Ammonium ChlorideHCID 81531DiisopropylethylamineHCID 27960291-Hydroxybenzotriazole hydrateHCID 58979077HCID 58979077, 화합물

생성물 1

HCID 58979489HCID 58979489, 화합물수율 86.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2-(4-Benzyloxy-2-carboxymethyl-phenoxy)-2-methyl-propionic acid ethyl ester (500 mg, 1.34 mmol), ammonium chloride (108 mg, 2.02 mmol), EDC (3.86 mg, 2.01 mmol), and N-hydroxybenzotriazole hydrate (272 mg, 2.01 mmol) were combined in a flask and diluted with DMF (5 mL). Ethyl diisopropyl amine (0.70 mL, 4.0 mmol) was added. The solution was stirred for 18 h and partitioned between EtOAc (25 mL) and 1N HCl (10 mL). The organic layer was washed with saturated NaHCO3 solution (10 mL) then brine (10 mL), dried (Na2SO4), and concentrated. The crude product was purified by radial chromatography (hexanes/EtOAc 1/2 to 1/4) to give the title compound (430 mg, 86%).

후처리

  1. custompartitioned between EtOAc (25 mL) and 1N HCl (10 mL)
  2. washThe organic layer was washed with saturated NaHCO3 solution (10 mL)
  3. dry with materialbrine (10 mL), dried (Na2SO4)
  4. concentrationconcentrated
  5. customThe crude product was purified by radial chromatography (hexanes/EtOAc 1/2 to 1/4)

출처 및 근거

ORD 기록
ord-7b3951cbdb05470d8853b0ae52fa084b
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07282501B2

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