2-Chloroethanol → Phenol, 4-[(2-chloroethyl)thio]-

HRID 845089Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 845089
[Cl:1][CH2:2]CO.[OH:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][C:13]#N)=[CH:8][CH:7]=1.C(P(CC)CC)C>CC(C)=O.O.C(OCC)C>[Cl:1][CH2:2][CH2:13][S:12][C:9]1[CH:10]=[CH:11][C:6]([OH:5])=[CH:7][CH:8]=1

Komponenten

7

Edukt 3

HCID 342-ChloroethanolHCID 27365TriethylphosphineHCID 2203274-Hydroxyphenyl thiocyanate

Produkt 1

HCID 13576289Phenol, 4-[(2-chloroethyl)thio]-

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel2×HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

2-chloro-ethanol (3.9 g, 0.049 mole) was added to a solution of the product of Example 35 (7.4 g, 0.049 mole) in water (0.1 mole) and acetone (50 ml). After cooling with an ice bath triethylphosphine (5.6 g, 0.047 mole) was added dropwise over 25 minutes. Ethyl ether (200 ml) and water (75 ml) were added and the layers separated. The organic layer was washed with water (4×50 ml) and saturated sodium chloride (2×25 ml) dried over magnesium sulfate, filtered and concentrated to give a yellow oil. The structure was confirmed by its NMR spectrum.

Aufarbeitung

  1. additionwas added dropwise over 25 minutes
  2. customthe layers separated
  3. washThe organic layer was washed with water (4×50 ml) and saturated sodium chloride (2×25 ml)
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give a yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-3709ffa22d0d4450bea236aa4ebfb0cf
Quelldatensatz
uspto-grants-1988_07
Patentnummer
US04755524

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