Chloroacetyl chloride → 7-Octynyl 2-chloroacetate

HRID 538506

Reaktionsgleichung

Reaktionsgleichung von HRID 538506
[Cl:1][CH2:2][C:3](Cl)=[O:4].[CH2:6]([OH:14])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]#[CH:13]>C(Cl)Cl>[Cl:1][CH2:2][C:3]([O:14][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]#[CH:13])=[O:4]

Komponenten

4

Edukt 2

HCID 6577Chloroacetyl chlorideHCID 701007-Octyn-1-ol

Produkt 1

HCID 866432727-Octynyl 2-chloroacetateAusbeute 111 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Chloroacetyl chloride (0.16 ml, 2.0 mmol, 1 equiv.) was added to a stirred solution of 7-Octyn-1-ol (300 mg, 2.4 mmol, 1.2 equiv.) in CH2Cl2 (6 m-) at −5° C. The reaction mixture was allowed to warm-up to r.t., were it was stirred for 4 h. The solvent was removed under reduced pressure and the residue was purified by column chromatography on silica eluting with EtOAc/hexane (10%) to give the desired compound as a pale yellow liquid (450 mg, 100%).

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. customthe residue was purified by column chromatography on silica eluting with EtOAc/hexane (10%)

Quellen und Nachweise

ORD-Eintrag
ord-c83d21f28a4f4056a459fd4038f3d72e
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08865736B2

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