3,4-Dihydroxybenzaldehyde → HCID 19973517, compound

HRID 374897Notes

Reaction equation

HRID 374897 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[OH:10])[CH:5]=[O:6].Br[C:12](Br)([C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:13]([O:15][CH2:16][CH3:17])=[O:14].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[CH:5]([C:4]1[CH:7]=[CH:8][C:9]2[O:10][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])([C:18]([O:20][CH2:21][CH3:22])=[O:19])[O:1][C:2]=2[CH:3]=1)=[O:6]

Participants

5

Reactant 3

HCID 87683,4-DihydroxybenzaldehydeHCID 11430Potassium CarbonateHCID 69427Propanedioic acid, 2,2-dibromo-, 1,3-diethyl ester

Product 1

HCID 19973517HCID 19973517, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

One equivalent of 3,4-dihydroxybenzaldehyde, 1.1 equivalents of diethyl dibromomalonate and powdered potassium carbonate is stirred in acetonitrile at room temperature for 18 hours. The reaction mixture is filtered, evaporated in vacuo, and distilled to give diethyl 5-formyl-1,3-benzodioxole-2,2-dicarboxylate.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customevaporated in vacuo
  3. distillationdistilled

Sources & evidence

ORD record
ord-d62ec251c8cd46269fa57c896d9f35c9
Source dataset
uspto-grants-1996_01
Patent number
US05482971

Reaction notes

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