Propylenediamine → N,N'-bis-(2-hydroxybenzyl)-propylenediamine

HRID 65831

반응식

HRID 65831 반응식
[CH:1](=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[CH2:10]([NH2:14])[CH:11]([NH2:13])[CH3:12]>C(O)(C)C.[Pt]>[OH:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[CH2:1][NH:14][CH2:10][CH:11]([NH:13][CH2:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[OH:4])[CH3:12]

참가 물질

5

반응물 2

HCID 6567PropylenediamineHCID 6998Salicylaldehyde

생성물 1

HCID 15493877N,N'-bis-(2-hydroxybenzyl)-propylenediamine수율 87.5%

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 3776Isopropanol용매

실험 절차

84.6 g of a bisazomethine prepared from 2 moles of salicylaldehyde and 1 mol of propylenediamine and having a melting point of 57°-58° C. are hydrogenated for 3 hours in 340 ml of isopropanol in an autoclave in the presence of 1.20 g of 5% platinum/charcoal at 45° C. and under a pressure of 50-60 atmospheres. The product crystallises out at room temperature and is dissolved by boiling, with the addition of a further 660 ml of isopropanol. The catalyst is filtered off and the diamine crystallises out on cooling. The crystals are collected by filtration, washed and dried, yielding 75.1 g of N,N'-bis-(2-hydroxybenzyl)-propylenediamine (87.5% of theory); melting point 109°-110° C.

후처리

  1. customThe product crystallises out at room temperature
  2. dissolutionis dissolved
  3. additionby boiling, with the addition of a further 660 ml of isopropanol
  4. filtrationThe catalyst is filtered off
  5. customthe diamine crystallises out
  6. temperatureon cooling
  7. filtrationThe crystals are collected by filtration
  8. washwashed
  9. customdried

출처 및 근거

ORD 기록
ord-2c4702a80baf44e485c0b735f74f5f11
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04129556

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