4-(4-BOC-piperazinosulfonyl)bromobenzene → 1-(4-Bromobenzene-1-sulfonyl)piperazine

HRID 238197Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 238197
C(OC([N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([Br:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C>ClCCl.FC(F)(F)C(O)=O>[Br:23][C:20]1[CH:19]=[CH:18][C:17]([S:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)(=[O:16])=[O:15])=[CH:22][CH:21]=1

Komponenten

4

Edukt 1

HCID 166655764-(4-BOC-piperazinosulfonyl)bromobenzene

Produkt 1

HCID 7129241-(4-Bromobenzene-1-sulfonyl)piperazineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

4-(4-Bromo-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester (500 mg, 1.23 mmol) was dissolved in a mixture of dichloromethane (5 mL) and trifluoroacetic acid (5 mL) and stirred at room temperature overnight. The reaction mixture was then concentrated in vacuo and then dissolved in dichloromethane and washed with saturated sodium bicarbonate solution and then water. The organic layer was then dried over magnesium sulfate and concentrated in vacuo to yield the product as a white solid (329 mg, 88%). 1H NMR (CDCl3) δ 1.77 (s, 1H), 2.96 (m, 4H), 3.01 (m, 4H), 7.64 (dt, 2H, J=2.1, 8.7 Hz), 7.69 (dt, 2H, J=2.1, 8.7 Hz).

Aufarbeitung

  1. concentrationThe reaction mixture was then concentrated in vacuo
  2. dissolutiondissolved in dichloromethane
  3. washwashed with saturated sodium bicarbonate solution
  4. dry with materialThe organic layer was then dried over magnesium sulfate
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-385791ade7814adf8f92beba876e566b
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08642609B2

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