Formaldehyde → 6-Benzyloxy-3-methylene-4-chromanone

HRID 346050Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 346050
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][CH2:14][CH2:13][C:12]2=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH3:21]NC.C=O>C(O)(=O)C>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][CH:18]=1)[O:15][CH2:14][C:13](=[CH2:21])[C:12]2=[O:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 10473Dimethylamine, hydrochlorideHCID 144227766-(Benzyloxy)chroman-4-one

Produkt 1

HCID 144227906-Benzyloxy-3-methylene-4-chromanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A solution of 9.2 g of 6-benzyloxy-4-chromanone, dimethylamine hydrochloride and 1.3 g of paraformaldehyde in 100 ml of acetic acid was heated on a steam bath for 5 hours. The volatiles were evaporated in vacuo and the residue was purified on silica gel, eluting with CH2Cl2, to give 3.7 g of product, Rf (CH2Cl2)=0.5. 1H-NMR(CDCl3)delta(ppm): 4.95 (s, 2H), 5.05 (s, 2H), 5.55 (s, 1H), 6.30 (s, 1H), 6.80-7.60 (m, 8H).

Aufarbeitung

  1. customThe volatiles were evaporated in vacuo
  2. customthe residue was purified on silica gel
  3. washeluting with CH2Cl2

Quellen und Nachweise

ORD-Eintrag
ord-2d03639bc0e640f2989953836a2f30a6
Quelldatensatz
uspto-grants-1991_10
Patentnummer
US05059609

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