Phentermine → HCID 18977226, Verbindung

HRID 2393760Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2393760
[CH3:1][C:2]([NH2:11])([CH3:10])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.C(N([CH2:17][CH3:18])CC)C.[C:19]1(C)[CH:24]=C[C:22]([S:25](Cl)(=[O:27])=[O:26])=[CH:21][CH:20]=1>C(Cl)Cl>[C:17]1([CH3:18])[C:22]([S:25]([NH:11][C:2]([CH3:1])([CH3:10])[CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)(=[O:27])=[O:26])=[CH:21][CH:20]=[CH:19][CH:24]=1

Komponenten

5

Edukt 3

HCID 4771PhentermineHCID 73974-Toluenesulfonyl chlorideHCID 8471Triethylamine

Produkt 1

HCID 18977226HCID 18977226, VerbindungAusbeute 99,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a nitrogen-blanketed solution of 1,1-dimethyl-2-phenyl-ethylamine (3.56 g, 0.019 mol), methylene chloride (CH2Cl2, 20 mL) and triethylamine (Et3N, 8.01 mL, 0.058 mol) was added para-toluenesulfonyl chloride (TsCl, 4.39 g, 0.023 mol). The mixture was stirred at room temperature for 12 hours while monitoring by gas chromatography. The reaction mixture was partitioned between methylene chloride (100 mL) and water (100 mL) and the organic layer was separated and dried over sodium sulfate. The drying agent was filtered off and the filtrate was concentrated to give 5.73 g of N-toluenesulfonyl-1,1-dimethyl-2-phenyl-ethylamine (yield=99%).

Aufarbeitung

  1. customThe reaction mixture was partitioned between methylene chloride (100 mL) and water (100 mL)
  2. customthe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationThe drying agent was filtered off
  5. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-5e094dcbffe74aa6aa0db5ff9727a12f
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05808071

Notizen zur Reaktion

Wird geladen…