Triethylamine → [(Benzyloxy)carbonyl]amino 2,2-dimethylpropanoate

HRID 1475999

Reaktionsgleichung

Reaktionsgleichung von HRID 1475999
[OH:1][NH:2][C:3](=[O:12])[O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C(N(CC)CC)C.[CH3:20][C:21]([CH3:26])([CH3:25])[C:22](Cl)=[O:23]>C(Cl)Cl>[CH3:20][C:21]([CH3:26])([CH3:25])[C:22]([O:1][NH:2][C:3]([O:4][CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)=[O:12])=[O:23]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 18907Benzyl hydroxycarbamateHCID 62493Pivaloyl chloride

Produkt 1

HCID 19909164[(Benzyloxy)carbonyl]amino 2,2-dimethylpropanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of benzyl hydroxycarbamate (1 g, 5.98 mmol) in DCM (20 ml) is added triethylamine (0.6 g, 5.98 mmol) and 2,2-dimethylpropanoyl chloride (0.74 ml, 5.98 mmol). After 2 hours the reaction mixture is quenched by the addition of water (10 ml) and the organics are extracted into DCM (2×20 ml), dried over sodium sulfate, filtered and concentrated in vacuo to yield the title compound as a yellow oil which is used without any further purification. (1.6 g, 100%), 1H NMR (500 MHz, CHLOROFORM-d) δ ppm 8.02 (1H, br. s.), 7.29-7.43 (5H, m), 5.22 (2H, s), 1.30 (9H, s).

Aufarbeitung

  1. customAfter 2 hours the reaction mixture is quenched by the addition of water (10 ml)
  2. extractionthe organics are extracted into DCM (2×20 ml)
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9283d750e2ff47ab8a0d8cde772f8769
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09018411B2

Verknüpfte Notizen

Wird geladen…