Water → N-[2-(4-methylphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxyethanamine

HRID 1388735ノート

反応式

HRID 1388735 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH:10]([OH:13])[CH2:11][NH2:12].[CH3:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][C:22](=O)[CH3:23])=[CH:17][CH:16]=1.O>C1C=CC=CC=1>[CH3:14][C:15]1[CH:20]=[CH:19][C:18]([CH2:21][CH:22]([NH:12][CH2:11][CH:10]([C:2]2[O:1][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[CH:3]=2)[OH:13])[CH3:23])=[CH:17][CH:16]=1

参加物

5

反応物 3

HCID 962WaterHCID 1374281-(4-Methylphenyl)propan-2-oneHCID 128143572-Amino-1-(1-benzofuran-2-yl)ethan-1-ol

生成物 1

HCID 12816501N-[2-(4-methylphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxyethanamine

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A mixture of 2-(2-benzofuranyl)-2-hydroxy ethanamine (1.0 g) and 4-methylphenylacetone (0.76 g) in benzene (50 ml) was heated under reflux using a Dean and Stark head until the required amount of water had been collected. The solvent was evaporated, replaced with ethanol (50 ml) and the solution hydrogenated at atmospheric pressure over platinum oxide until the theoretical amount of hydrogen had been taken up. The reaction mixture was filtered through diatomaceous earth, the filtrate evaporated and the residue chromatographed on Kieselgel 60. Elution with 2% methanolchloroform gave N-[2-(4-methylphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxy ethanamine, as an 80:20 mixture of diastereoisomers, m.p. 92-98 (cyclohexane).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux
  3. customhad been collected
  4. customThe solvent was evaporated
  5. filtrationThe reaction mixture was filtered through diatomaceous earth
  6. customthe filtrate evaporated
  7. customthe residue chromatographed on Kieselgel 60
  8. washElution with 2% methanolchloroform

出典と根拠

ORDレコード
ord-3c34c2a25e0f4b7c8e7a90306531e404
出典データセット
uspto-grants-1984_02
特許番号
US04432993

反応ノート

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