ChemicalBook CAS DataBase List 1,4-BENZODIOXAN-6-CARBOXALDEHYDE

1,4-BENZODIOXAN-6-CARBOXALDEHYDE synthesis

8synthesis methods

Product Name:1,4-BENZODIOXAN-6-CARBOXALDEHYDE
CAS Number:29668-44-8
Molecular formula:C9H8O3
Molecular Weight:164.16

1,4-Benzodioxan-6-carboxaldehyde can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process. It can be synthesized by the ring-closure reaction of 3,4-dihydroxybenzaldehyde and 1,2-dibromoethane.

106-93-4
394 suppliers
$15.00/5g

139-85-5
822 suppliers
$5.00/1g

29668-44-8
279 suppliers
$6.00/1g

Yield:29668-44-8 97%

Reaction Conditions:

with caesium carbonate in DMF (N,N-dimethyl-formamide) at 70; for 16 h;

Steps:

42.a

Example 42; - preparation of 5-f f2,3-dihydro-f .41-benzodioxin)-6-vimethvf)amino}-N- (2-r2-dimethvlamino )ethvll-1 H-benzordelisoguinolin-1,3(2H)-dione; The synthetic route of this compound proceeds in a series of steps schematically shown in attached figure 2 and is described in more details as follows; a); in a first step, 500 mg 3,4-dihydroxybenzaldehyde, 2.6 g cesium carbonate (2 equivalents), 1.4 g 1,2-dibromoethane (2 equivalents) and 5 mL anhy-drous DMF were stirred at 70°C for 16 hours. After cooling, the solvent was evaporated under reduced pressure and the residue was submitted to a flash chromatography (Si02, eluent : CH2CI2), thus resulting in 575.3 mg (yield : 97 %) of the intermediate shown as product A in figure 2 ;

References:

WO2005/105753,2005,A2 Location in patent:Page/Page column 63-64

107-06-2 Synthesis