Triethylamine → [(1-Bromonaphthalene-2-yl)-hydroxymethyl]phosphonic acid diethyl ester

HRID 1784517Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1784517
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][C:3]=1[CH:12]=[O:13].C(N(CC)CC)C.[CH2:21]([O:23][P:24]([O-:28])[O:25][CH2:26][CH3:27])[CH3:22]>O1CCCC1>[CH2:21]([O:23][P:24]([CH:12]([C:3]1[CH:4]=[CH:5][C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]=1[Br:1])[OH:13])(=[O:28])[O:25][CH2:26][CH3:27])[CH3:22]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 769091-Bromonaphthalene-2-carbaldehydeHCID 3780918Diethylphosphite

Produkt 1

HCID 86605950[(1-Bromonaphthalene-2-yl)-hydroxymethyl]phosphonic acid diethyl esterAusbeute 250,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 1-bromo-2-naphthaldehyde (0.740 g, 0.001 mole) in tetrahydofuran (10 mL) was added triethylamine (0.150 mL, 0.001 mole) followed by diethylphosphite (0.330 mL, 0.002 mole). The reaction mixture was then stirred at room temperature under nitrogen gas for 18 hours. The volatiles then evaporated in vacuo and further dried under vacuum. The resulting solid was triturated with ether and the solid that separated out was collected and dried under vaccum to get 0.935 g of [(1-bromonaphthalene-2-yl)-hydroxymethyl]phosphonic acid diethyl ester

Aufarbeitung

  1. customThe volatiles then evaporated in vacuo
  2. customfurther dried under vacuum
  3. customThe resulting solid was triturated with ether
  4. customthe solid that separated out
  5. customwas collected
  6. customdried under vaccum

Quellen und Nachweise

ORD-Eintrag
ord-2403a85443ef411082748b0d1bf65b55
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07504389B2

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