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Ethyl diazoacetate → HCID 86732070, 화합물

HRID 1486757
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HRID 1486757 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]=[CH2:9])[N:5]=[C:4]([CH3:10])[N:3]=1.[N+](=[CH:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N-]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[N:3]=[C:4]([CH3:10])[N:5]=[C:6]([CH:8]2[CH2:9][CH:13]2[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:7]=1
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참가 물질

4

반응물 2

HCID 12192Ethyl diazoacetateHCID 86732069HCID 86732069, 화합물

생성물 1

HCID 86732070HCID 86732070, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

To a solution of 6-2 (15.0 g, 97 mmol) in toluene (300 mL) heating at 100° C. under a nitrogen atmosphere was added a solution of ethyl diazoacetate (30.2 mL, 291 mmol) in toluene (100 mL) over 1.5 h. Heating was continued for 2 h after which the reaction mixture was cooled to room temperature and concentrated to dryness. The residue was partitioned between saturated sodium bicarbonate solution (1 L) and ethyl acetate (1 L). The organic layer was separated, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude residue was purified by silica gel chromatography (0-100% EtOAc/hexanes) to give 6-3 (trans isomer) as a colorless oil. MS: m/z=241.1 (M+H).

후처리

  1. temperatureHeating
  2. concentrationconcentrated to dryness
  3. customThe residue was partitioned between saturated sodium bicarbonate solution (1 L) and ethyl acetate (1 L)
  4. customThe organic layer was separated
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe crude residue was purified by silica gel chromatography (0-100% EtOAc/hexanes)
  9. customto give 6-3 (trans isomer) as a colorless oil

출처 및 근거

ORD 기록
ord-7fb8a08185534aff921f8a9cee376130
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09428492B2

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