Benzenesulfonyl chloride → 4-Benzyloxy-3-(phenylsulphonylamino)phenyl acetate

HRID 2237390Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2237390
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:7]([NH2:19])[CH:6]=1)(=[O:3])[CH3:2].C(N(CC)CC)C.[C:27]1([S:33](Cl)(=[O:35])=[O:34])[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C(Cl)Cl>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:7]([NH:19][S:33]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)(=[O:35])=[O:34])[CH:6]=1)(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 100153213-Amino-4-benzyloxyphenyl acetate

Produkt 1

HCID 544537464-Benzyloxy-3-(phenylsulphonylamino)phenyl acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 5.0 g (0.0194 mol) of 4-benzyloxy-3-aminophenyl acetate, 3.3 ml (0.0236 mol) of triethylamine and 3.0 ml (0.0236 mol) of benzenesulphonyl chloride in 150 ml of methylene chloride is stirred at room temperature overnight. The mixture is then washed with water and the organic phase is dried, followed by purification by chromatography on a silica gel column, eluting with a 7/3 cyclohexane/ethyl acetate mixture. The compound of the title is obtained.

Aufarbeitung

  1. washThe mixture is then washed with water
  2. customthe organic phase is dried
  3. customfollowed by purification by chromatography on a silica gel column
  4. washeluting with a 7/3 cyclohexane/ethyl acetate mixture
  5. customThe compound of the title is obtained

Quellen und Nachweise

ORD-Eintrag
ord-886a1df6a7ef4eb4857e1c96c4b3d251
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07718646B2

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