Water → 4-(Morpholine-4-sulfonyl)benzoic acid

HRID 861302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 861302
C(N(C(C)C)CC)(C)C.[NH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1.Cl[S:17]([C:20]1[CH:28]=[CH:27][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=1)(=[O:19])=[O:18].O>C1COCC1>[N:10]1([S:17]([C:20]2[CH:21]=[CH:22][C:23]([C:24]([OH:26])=[O:25])=[CH:27][CH:28]=2)(=[O:19])=[O:18])[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 823854-(Chlorosulfonyl)benzoic acid

Produkt 1

HCID 5594164-(Morpholine-4-sulfonyl)benzoic acidAusbeute 87,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a solution of diisopropylethylamine (1.76 g, 13.6 mmol, 2.37 ml) and morpholine (1.98 g, 22.7 mmol, 1.98 ml) in THF (40 ml) was added, dropwise over 0.5 h, a solution of 4-(chlorosulfonyl)benzoic acid (2.50 g, 11.3 mmol) in THF (17 ml). After stirring at room temperature for 18 h the reaction was poured into H2O (150 ml) and washed with EtOAc. The aqueous layer was acidified (pH 1) with concentrated HCl, and the precipitate collected, washed with cold H2O, and dried under vacuum over P2O5 to give 2.68 g (87%) of 4-(4-morpholinylsulfonyl)-benzoic acid as an off-white solid.

Aufarbeitung

  1. washwashed with EtOAc
  2. customthe precipitate collected
  3. washwashed with cold H2O
  4. dry with materialdried under vacuum over P2O5

Quellen und Nachweise

ORD-Eintrag
ord-3ee68e51c9ac480383b0050d0b0babcf
Quelldatensatz
uspto-grants-1998_02
Patentnummer
US05714470

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