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Triethylamine → HCID 68960296, 화합물

HRID 1726933
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HRID 1726933 반응식
[CH2:1]([N:5]1[C:10](=[O:11])[CH2:9][NH:8][C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[OH:18])=N1)[CH2:2][CH2:3][CH3:4].[CH2:19](N(CC)CC)C.Cl[C:27](Cl)([O:29]C(=O)OC(Cl)(Cl)Cl)Cl>ClCCl>[CH2:1]([N:5]1[CH:19]=[C:7]2[N:8]([C:27](=[O:29])[O:18][C:13]3[C:12]2=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:9][C:10]1=[O:11])[CH2:2][CH2:3][CH3:4]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 178448733HCID 178448733, 화합물

생성물 1

HCID 68960296HCID 68960296, 화합물수율 39%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a solution of Compound 83 (0.21 g, 0.85 mmol) dissolved in 5 mL dichloromethane, was added triethylamine (0.13 mL, 0.94 mmol). The solution was cooled to 0° C. in an ice bath, and triphosgene (0.28 g, 0.94 mmol) was added. After 15 min, the cooling bath was removed. After the reaction stirred for 45 minutes at room temperature, the reaction was complete by TLC. The reaction was quenched with saturated sodium bicarbonate solution. The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated in vacuo. Flash column chromatography (15-20% ethyl acetate/hexanes), afforded 90 mg (39% yield) of Compound 25 as a yellow oil.

후처리

  1. customthe cooling bath was removed
  2. customThe reaction was quenched with saturated sodium bicarbonate solution
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c48215dda4db46c988a27558ea5a66d9
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07494996B2

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