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

HRID 1388738노트

반응식

HRID 1388738 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-078fba410be44c1d9a179a69f3cf3cc0
출처 데이터셋
uspto-grants-1984_02
특허 번호
US04432993

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