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

HRID 1270480
ノート
印刷プレビュー

反応式

HRID 1270480 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-c4e5a630696843c3b65c4d980046fc71
出典データセット
uspto-grants-2007_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07202266B2

反応ノート

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