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Formaldehyde → 1H-Indole-3-methanamine, 5-ethyl-N,N-dimethyl-

HRID 1270480
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반응식

HRID 1270480 반응식
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[CH:6]2)[CH3:2].Cl.[CH3:13][NH:14][CH3:15].[CH2:16]=O>C(O)(C)C>[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[NH:8][CH:7]=[C:6]2[CH2:13][N:14]([CH3:16])[CH3:15])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 123992105-Ethyl-1H-indole

생성물 1

HCID 2696951H-Indole-3-methanamine, 5-ethyl-N,N-dimethyl-수율 97%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

5-Ethylindole 10 (1.0 g, 6.89 mmol) was combined with isopropyl alcohol (200 mL), N,N-dimethylamine hydro chloride (718 mg, 6.95 mmol) and aqueous formaldehyde (37%, 589 mg, 6.95 mmol) and heated at reflux for 2 hours. The reaction mixture was allowed to cool to room temperature, the solvent was evaporated and the resulting residue was dissolved in EtOAc and washed with saturated NaHCO3. The organic layer was dried over MgSO4, filtered and evaporated to give compound 11 as a solid in (1.35 g for a 97% yield; M+1=203.2)

후처리

  1. temperatureheated
  2. temperatureat reflux for 2 hours
  3. customthe solvent was evaporated
  4. dissolutionthe resulting residue was dissolved in EtOAc
  5. washwashed with saturated NaHCO3
  6. dry with materialThe organic layer was dried over MgSO4
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-c4e5a630696843c3b65c4d980046fc71
출처 데이터셋
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07202266B2

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