4,4'-Methylenebis[2,6-diethylaniline] → N,N'-di-sec-butyl-4,4'-methylenebis(2,6-diethylbenzeneamine)

HRID 1182411

반응식

HRID 1182411 반응식
[CH2:1]([C:13]1[CH:18]=[C:17]([CH2:19][CH3:20])[C:16]([NH2:21])=[C:15]([CH2:22][CH3:23])[CH:14]=1)[C:2]1[CH:7]=[C:6]([CH2:8][CH3:9])[C:5]([NH2:10])=[C:4]([CH2:11][CH3:12])[CH:3]=1>[Pt].C(C(C)=O)C>[CH:1]([NH:21][C:16]1[C:17]([CH2:19][CH3:20])=[CH:18][C:13]([CH2:1][C:2]2[CH:7]=[C:6]([CH2:8][CH3:9])[C:5]([NH:10][CH:4]([CH2:5][CH3:6])[CH3:11])=[C:4]([CH2:11][CH3:12])[CH:3]=2)=[CH:14][C:15]=1[CH2:22][CH3:23])([CH2:2][CH3:3])[CH3:13]

참가 물질

4

반응물 1

HCID 836564,4'-Methylenebis[2,6-diethylaniline]

생성물 1

HCID 66781129N,N'-di-sec-butyl-4,4'-methylenebis(2,6-diethylbenzeneamine)수율 94%

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 6569Methyl Ethyl Ketone용매

반응 조건

온도
95 °C

실험 절차

4,4′-Methylenebis(2,6-diethylbenzeneamine) (4.0 g), Pt(S)/C (0.2 g), sulfonated divinylbenzene/styrene copolymer (0.2 g; H ion form, sold as Amberlyst-15 by Rohm and Haas Company, Philadelphia, Pa.), and methyl ethyl ketone (50 g) were charged into a 100 mL metal autoclave at 22° C. The closed autoclave was purged 3 times with 125 psig (9.63×105 Pa) of H2 at 22° C. to remove traces of air. The reaction mixture was then heated at 95° C. under 125 psig (9.63×105 Pa) of H2 for 3 hours (until no further H2 uptake was observed). The product mixture was cooled to 22° C. and degassed. A diluted product sample was analyzed by gas chromatography (GC; 180° C. for 5 minutes at 10° C. per minute rate; final temperature, 270° C.). The GC data (normalization method) showed 100% conversion of 4,4′-methylenebis(2,6-diethylbenzeneamine) and a 94% yield of N,N′-di-sec-butyl-4,4′-methylenebis(2,6-diethylbenzeneamine). NMR analysis (with internal standard) of a neat product sample showed a purity of 94.75%.

후처리

  1. customThe closed autoclave was purged 3 times with 125 psig (9.63×105 Pa) of H2 at 22° C.
  2. customto remove traces of air
  3. temperatureThe product mixture was cooled to 22° C.
  4. customdegassed
  5. customtemperature, 270° C.

출처 및 근거

ORD 기록
ord-94f9ca6d342c40b1bea65dc2111a1e14
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07288677B2

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