Water → 6-benzyloxy-2H-1-benzopyran-3-carboxaldehyde

HRID 466175

Reaktionsgleichung

Reaktionsgleichung von HRID 466175
[OH:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][C:8]([CH:11]=[O:12])=[CH:7][C:6]=2[CH:13]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.O>CN(C=O)C>[CH2:20]([O:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH2:9][C:8]([CH:11]=[O:12])=[CH:7][C:6]=2[CH:13]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 47708156-Hydroxychromene-3-carboxaldehyde

Produkt 1

HCID 149712606-benzyloxy-2H-1-benzopyran-3-carboxaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 6-hydroxy-2H-1-benzopyran-3-carboxaldehyde (25.0 g, 0.14 mol) and potassium carbonate (39.2 g, 0.28 mol) in 500 ml of DMF is treated with benzyl bromide (26.7 g, 0.16 mol). The mixture is stirred overnight at room temperature. Water is added and three extractions with dichloromethane are carried out. The extract is dried (MgSO4) and evaporated to dryness. The residue is crystallized from hot ethyl acetate to give 6-benzyloxy-2H-1-benzopyran-3-carboxaldehyde, m.p. 112°-114° C.

Aufarbeitung

  1. extractionthree extractions with dichloromethane
  2. dry with materialThe extract is dried (MgSO4)
  3. customevaporated to dryness
  4. customThe residue is crystallized from hot ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-12f6cde40e39456691a1140d3910462e
Quelldatensatz
uspto-grants-1992_10
Patentnummer
US05155130

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