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

HRID 1388738ノート

反応式

HRID 1388738 の反応式
[CH:1]([CH:3]=O)=[O:2].[CH:5]1[O:6][CH:7]=[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=12.[NH2:14][CH:15]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=1)[CH3:16].O>C1C=CC=CC=1>[CH3:24][C:21]1[CH:22]=[CH:23][C:18]([CH2:17][CH:15]([NH:14][CH2:3][CH:1]([C:7]2[O:6][C:5]3[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=3[CH:8]=2)[OH:2])[CH3:16])=[CH:19][CH:20]=1

参加物

5

反応物 3

HCID 962WaterHCID 1991161-(4-Methylphenyl)propane-2-amineHCID 867392622-Benzofuran glyoxal

生成物 1

HCID 12816501N-[2-(4-methylphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxyethanamine収率 76.4%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A mixture of 2-benzofuran glyoxal (10.44 g) and 2-amino-3-(4-methylphenyl)propane (8.94 g) was refluxed in benzene using a Dean and Stark head until the theoretical amount of water had been removed. The solvent was evaporated, replaced with methanol and sodium borohydride (5 g) added. The methanol was evaporated, the residue partitioned between water and ether and the ether layer dried. Filtration and evaporation gave an oil which was chromatographed on Kieselgel 60. Elution with 2% methanol-chloroform gave N-[2-(4-methylphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxyethanamine (14 g).

後処理

  1. customhad been removed
  2. customThe solvent was evaporated
  3. additionadded
  4. customThe methanol was evaporated
  5. customthe residue partitioned between water and ether
  6. dry with materialthe ether layer dried
  7. filtrationFiltration and evaporation
  8. customgave an oil which
  9. customwas chromatographed on Kieselgel 60
  10. washElution with 2% methanol-chloroform

出典と根拠

ORDレコード
ord-078fba410be44c1d9a179a69f3cf3cc0
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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