Chlorosulfonic acid → 3-acetyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7-sulfonyl chloride

HRID 33202Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 33202
[C:1]([N:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=2[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Cl:15][S:16](O)(=[O:18])=[O:17]>ClCCl>[C:1]([N:4]1[CH2:10][CH2:9][C:8]2[CH:11]=[CH:12][C:13]([S:16]([Cl:15])(=[O:18])=[O:17])=[CH:14][C:7]=2[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 24638Chlorosulfonic acidHCID 193754873-acetyl-2,3,4,5-tetrahydro-1H-3-benzazepine

Produkt 1

HCID 113467373-acetyl-2,3,4,5-tetrahydro-1H-3-benzazepine-7-sulfonyl chlorideAusbeute 45 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 3-acetyl-2,3,4,5-tetrahydro-1H-3-benzazepine (4.0 g, 0.021 mol) in dichloromethane (25 ml) was added dropwise to a stirred solution of chlorosulphonic acid in dichloromethane (25 ml) at −70° C. under argon. After warming to room temperature, the reaction was stirred for 18 h before being quenched in ice/water (200 ml). The resulting mixture was extracted with ethyl acetate (3×100 ml), dried (Na2SO4) and the solvent evaporated in vacuo to give the title compound (2.74 g, 45%) as a pale yellow solid.

Aufarbeitung

  1. custombefore being quenched in ice/water (200 ml)
  2. extractionThe resulting mixture was extracted with ethyl acetate (3×100 ml)
  3. dry with materialdried (Na2SO4)
  4. customthe solvent evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c8f98f0a35ae4a16a55654d6994ad5bc
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429579B2

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