Hydrochloric Acid → Acetoxy-1-(3-chlorophenyl)-2-(2-tertbutoxyethoxy)ethane

HRID 362948Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 362948
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:18])[CH2:9][O:10][CH2:11][CH2:12][O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH:5]=[CH:6][CH:7]=1.N1C=CC=CC=1.[C:25](OC(=O)C)(=[O:27])[CH3:26].Cl>C(Cl)Cl>[C:25]([O:18][CH:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)[CH2:9][O:10][CH2:11][CH2:12][O:13][C:14]([CH3:15])([CH3:17])[CH3:16])(=[O:27])[CH3:26]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 7918Acetic AnhydrideHCID 538355021-(3-Chlorophenyl)-2-(2-tertbutoxyethoxy)ethanol

Produkt 1

HCID 53824717Acetoxy-1-(3-chlorophenyl)-2-(2-tertbutoxyethoxy)ethaneAusbeute 93,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

37.0 g of 1-(3-chlorophenyl)-2-(2-tert-butoxyethoxy)ethanol was dissolved in 70 ml of methylene chloride. To the solution were added 12.9 g of pyridine and 16.6 g of acetic anhydride. The resulting mixture was stirred for 24 hours at room temperature. The reaction mixture was added to a mixture of 150 ml of ice water and 100 ml of methylene chloride. The resulting mixture was adjusted to pH 2 with 6N hydrochloric acid. The organic layer-was separated, washed with a saturated aqueous sodium hydrogencarbonate solution and water in this order, and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure to obtain 40.0 g of oily 1-acetoxy-1-(3-chlorophenyl)-2-(2-tert-butoxyethoxy)ethane.

Aufarbeitung

  1. customThe organic layer-was separated
  2. washwashed with a saturated aqueous sodium hydrogencarbonate solution and water in this order
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed by distillation under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-73ca8c584a6d4e63acf3f07d09fe38cc
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872117

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