Hydrochloric Acid → Toluene-4-sulfonic acid 2-cyclopropoxy-ethyl ester

HRID 1175255Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1175255
[CH:1]1([O:4][CH2:5][CH2:6][OH:7])[CH2:3][CH2:2]1.[S:8](Cl)([C:11]1[CH:17]=[CH:16][C:14]([CH3:15])=[CH:13][CH:12]=1)(=[O:10])=[O:9].CCN(CC)CC.Cl>C(Cl)Cl>[CH3:15][C:14]1[CH:16]=[CH:17][C:11]([S:8]([O:7][CH2:6][CH2:5][O:4][CH:1]2[CH2:3][CH2:2]2)(=[O:10])=[O:9])=[CH:12][CH:13]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 73974-Toluenesulfonyl chlorideHCID 8471TriethylamineHCID 120233832-cyclopropoxyethanol

Produkt 1

HCID 59557773Toluene-4-sulfonic acid 2-cyclopropoxy-ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 2-cyclopropoxyethanol (400 mg, 3.92 mmol) in DCM (10 mL) were added TsCl (821 mg, 4.31 mmol) and Et3N (0.6 mL, 4.31 mmol). The reaction was stirred at room temperature overnight. Then, 1N HCl was added, and the reaction was extracted with DCM. The combined organic layers were washed with brine, dried over Na2SO4, and concentrated to give a yellow oil. The oil was purified by preparative TLC to obtain intermediate BP (50 mg) as a yellow oil.

Aufarbeitung

  1. extractionthe reaction was extracted with DCM
  2. washThe combined organic layers were washed with brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customto give a yellow oil
  6. customThe oil was purified by preparative TLC
  7. customto obtain intermediate BP (50 mg) as a yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-71c1ccc972e64b8aa83dc4f955441ffe
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07838499B2

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