Hydrochloric Acid → 5-benzyloxy-N1-methylbenzene-1,2-diamine hydrochloride

HRID 2402545

Reaktionsgleichung

Reaktionsgleichung von HRID 2402545
[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([N+:17]([O-])=O)=[C:13]([CH:16]=1)[NH:14][CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:20]>[C].[Pt].C1(C)C=CC=CC=1>[ClH:20].[CH2:1]([O:8][C:9]1[CH:16]=[C:13]([NH:14][CH3:15])[C:12]([NH2:17])=[CH:11][CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 313Hydrochloric AcidHCID 679540515-benzyloxy-N-methyl-2-nitroaniline

Produkt 1

HCID 679539765-benzyloxy-N1-methylbenzene-1,2-diamine hydrochlorideAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178503042HCID 178503042, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

5% platinum carbon (2.15 g, water content: 53.1%) was added to a toluene (300 mL) suspension of 5-benzyloxy-N-methyl-2-nitroaniline (20 g, 77.4 mmol), and catalytic hydrogenation reaction was performed at 4 atm. The reaction solution was filtered to remove a catalyst. The catalyst was washed with 2-propanol (40 mL), and the washing liquid was added to the precedent filtrate. Under ice cooling, concentrated hydrochloric acid (6.6 mL, 77.4 mmol) was added to the mixture, and the mixture was stirred under the same temperature for 30 minutes. The resulting precipitated crystals were collected by filtration, then washed with 2-propanol (60 mL), and dried at 50° C., thereby obtaining 18.6 g of a light-pink, crystal target compound (yield: 91%)

Aufarbeitung

  1. filtrationThe reaction solution was filtered
  2. customto remove a catalyst
  3. washThe catalyst was washed with 2-propanol (40 mL)
  4. additionthe washing liquid was added to the precedent filtrate
  5. customThe resulting precipitated crystals
  6. filtrationwere collected by filtration
  7. washwashed with 2-propanol (60 mL)
  8. customdried at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-fdbf1d2967f846c0bd4e9de657feda77
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08796447B2

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