Acetone → N,N'-diisopropyl-4,4'-methylenebis(benzeneamine)

HRID 1511192

반응식

HRID 1511192 반응식
[CH2:1]([C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.[CH3:16][C:17]([CH3:19])=O.[C:20]1(C)[CH:25]=CC=C[CH:21]=1>[Pt]>[CH:17]([NH:15][C:12]1[CH:13]=[CH:14][C:9]([CH2:1][C:2]2[CH:3]=[CH:4][C:5]([NH:8][CH:20]([CH3:25])[CH3:21])=[CH:6][CH:7]=2)=[CH:10][CH:11]=1)([CH3:19])[CH3:16]

참가 물질

5

반응물 3

HCID 180AcetoneHCID 1140TolueneHCID 75774,4-Diaminodiphenylmethane

생성물 1

HCID 466464N,N'-diisopropyl-4,4'-methylenebis(benzeneamine)수율 98%

시약·촉매·용매 1

HCID 23939Platinum촉매

반응 조건

온도
22 °C

실험 절차

4,4′-Methylenebis(benzeneamine) (8.0 g, 40 mmol), acetone (10.0 g, 172 mmol), Pt(S)/C (0.5 g), and toluene (50.0 g) were charged into reactor. The reactor was purged 3 times with 110 psig (8.60×105 Pa) of H2 at 22° C. The reaction mixture was then stirred at 22° C. under 110 psig of H2 overnight. GC (conditions: 180° C./5 minutes/10° C.-minutes rate/270° C./RT=9.37 minutes) showed 100% conversion of 4,4′-methylenebis(benzeneamine), and a 98% yield of N,N′-diisopropyl-4,4′-methylenebis(benzeneamine). The structure of the product was confirmed by GC-MS. No tertiary diamine was detected either by GC or by GC-MS.

후처리

  1. customThe reactor was purged 3 times with 110 psig (8.60×105 Pa) of H2 at 22° C
  2. customGC (conditions: 180° C./5 minutes/10° C.-minutes rate/270° C./RT=9.37 minutes)

출처 및 근거

ORD 기록
ord-116e72fd147b432ba1ce51aeab702cf3
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08212078B2

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