Reaktion #2175458

ord-7c349eb4c4c44eccb081fbb740a0f5a4

Reaktionsgleichung

O=CC1c2cc(C(=O)O)ccc2-c2ccc(C(=O)O)cc21
9-formyl-2,7-fluorenedicarboxylic acid
[BH4-].[Na+]
sodium borohydride
O=C(O)c1ccc2c(c1)C(CO)c1cc(C(=O)O)ccc1-2
9-hydroxymethyl-2,7-fluorenedicarboxylic acid

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto react for two hours
  2. 2
    SonstigeThe reaction was quenched with the careful addition of 1 M HCl until acidic
  3. 3
    ExtraktionThe product was extracted with ethyl acetate
  4. 4
    Trocknendried over sodium sulfate
  5. 5
    Filtrationfiltered
  6. 6
    Sonstigeevaporated to dryness

Vorschrift

A small sample of 9-formyl-2,7-fluorenedicarboxylic acid (5-10 mg) was dissolved in water with a small amount of THF. An excess amount of sodium borohydride was added and allowed to react for two hours. The reaction was quenched with the careful addition of 1 M HCl until acidic. The product was extracted with ethyl acetate, dried over sodium sulfate, filtered and evaporated to dryness. 1H-NMR (CD3OD): δ (ppm) 8.4 (s, 2H, Ar); 8.2 (m, 2H, Ar); 8.0 (m, 2H, Ar); 4.2 (t, 1H, CH); 4.0 (d, 2H, CH2).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08435505B2uspto-grants-2013_05