Water → HCID 18680340, Verbindung

HRID 2417287Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2417287
Br[CH2:2][CH2:3][CH2:4][CH2:5][C-:6]1[CH2:10][CH:9]=[CH:8][S:7]1.O.[CH2:12]([O:14][P:15]([O:19]CC)[O:16][CH2:17][CH3:18])[CH3:13]>>[CH2:12]([O:14][P:15]([CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[S:7][CH:8]=[CH:9][CH:10]=1)(=[O:19])[O:16][CH2:17][CH3:18])[CH3:13]

Komponenten

4

Edukt 3

HCID 962WaterHCID 31215Triethyl phosphiteHCID 86585305HCID 86585305, Verbindung

Produkt 1

HCID 18680340HCID 18680340, VerbindungAusbeute 82 %

Versuchsvorschrift

A solution of 1d (4.58 g, 0.02 mol) in 20 mL of triethylphosphite was heated at 160° C. for 20 hours, with nitrogen bubbling directly into the solution. The solution was cooled to room temperature and 50 mL of water was added; the resulting mixture was stirred for 4 hours. The product was extracted with methylene chloride, the organic layer was separated and washed with brine, then dried over anhydrous magnesium sulfate. Evaporation of the solvent yielded an oily residue, which was distilled under vacuum (0.12 mm Hg, 135° C.) to give 1e as a colorless oil (6.0 g, 82%). 1H NMR (250 MHz, 25° C., CDCl3): δ 7.06 (m, 1H, Ar—H), 6.85 (m, 1H, Ar—H), 6.72 (m, 1H, Ar—H), 4.03 (m, 4H, POCH2CH3), 2.79 (t, 2H, Ar—CH2), 1.72 (m, 6H, CH2CH2CH2P), 1.26 (t, 6H, POCH2CH3).

Aufarbeitung

  1. extractionThe product was extracted with methylene chloride
  2. customthe organic layer was separated
  3. washwashed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customEvaporation of the solvent
  6. customyielded an oily residue, which
  7. distillationwas distilled under vacuum (0.12 mm Hg, 135° C.)

Quellen und Nachweise

ORD-Eintrag
ord-2c4e791b13df42348044b0633b6d2f58
Quelldatensatz
uspto-grants-2004_11
Patentnummer
US06825358B2

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