Methyl Thioglycolate → Methyl ((4-(4-chlorophenyl)-1-(4-hydroxyphenyl)-1-butyl)thio)acetate

HRID 1029452Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1029452
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH:11]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)O)=[CH:4][CH:3]=1.[C:20]([O:24][CH3:25])(=[O:23])[CH2:21][SH:22]>C(Cl)Cl.[Zn+2].[I-].[I-]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH:11]([S:22][CH2:21][C:20]([O:24][CH3:25])=[O:23])[C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 16907Methyl ThioglycolateHCID 197458724-(4-(4-Chlorophenyl)-1-hydroxybutyl)phenol

Produkt 1

HCID 54384776Methyl ((4-(4-chlorophenyl)-1-(4-hydroxyphenyl)-1-butyl)thio)acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9883512zinc(II)iodideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of the alcohol (0.23 g) (Step VI) in CH2Cl2 (5 mL) and methyl thioglycolate (80 μL) was added ZnI2 (10 mg). The mixture was stirred 2 hrs, buffer (pH 7) was added. The mixture was extracted with ethyl acetate, which was dried and evaporated. Flash chromatography using 5% ethyl acetate in toluene afforded the title compound.

Aufarbeitung

  1. additionbuffer (pH 7) was added
  2. extractionThe mixture was extracted with ethyl acetate, which
  3. customwas dried
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-2929ad8cff9e4ea3a3c37aa3e7ed1871
Quelldatensatz
uspto-grants-1992_04
Patentnummer
US05102881

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