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Ethylenediamine → HCID 22485685, 화합물

HRID 2181191
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HRID 2181191 반응식
[CH2:1]([O:4][CH:5]([CH2:9][C:10]1[CH:11]=[C:12]2[C:16](=[CH:17][CH:18]=1)[N:15](COCC[Si](C)(C)C)[CH:14]=[CH:13]2)[C:6]([OH:8])=[O:7])[CH2:2][CH3:3].C(N)CN.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>CN(C)C=O>[NH:15]1[C:16]2[C:12](=[CH:11][C:10]([CH2:9][CH:5]([O:4][CH2:1][CH2:2][CH3:3])[C:6]([OH:8])=[O:7])=[CH:18][CH:17]=2)[CH:13]=[CH:14]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 3301EthylenediamineHCID 2724141Tetrabutylammonium FluorideHCID 22485675HCID 22485675, 화합물

생성물 1

HCID 22485685HCID 22485685, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

0.96 g rac-2-propoxy-3-[1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-5-yl]-propionic acid were dissolved in 40 ml N,N-dimethylformamide. 0.94 ml Ethylene diamine were added, followed by 7.63 ml of a tetra-butylammonium fluoride solution (1 molar in tetrahydrofuran); a small amount of molecular sieves was then added to the reaction mixture and it was heated to 80° C. After 6 hours, the mixture was cooled to r.t., filtered and the filtrate was poured into ice water and extracted 3 times with dichloromethane. The organic phases were washed with water, dried over MgSO4, filtered again and evaporated. The crude rac-3-(1H-indol-5-yl)-2-propoxy-propionic acid was used for the next step without purification.

후처리

  1. additiona small amount of molecular sieves was then added to the reaction mixture and it
  2. temperaturethe mixture was cooled to r.t.
  3. filtrationfiltered
  4. additionthe filtrate was poured into ice water
  5. extractionextracted 3 times with dichloromethane
  6. washThe organic phases were washed with water
  7. dry with materialdried over MgSO4
  8. filtrationfiltered again
  9. customevaporated
  10. customThe crude rac-3-(1H-indol-5-yl)-2-propoxy-propionic acid was used for the next step without purification

출처 및 근거

ORD 기록
ord-20fef44b9b2e4258a7eab97bd2444a5c
출처 데이터셋
uspto-grants-2005_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06890947B2

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