3-Ethoxy-4-methoxybenzaldehyde → HCID 54279185, compound

HRID 1422049Notes

Reaction equation

HRID 1422049 reaction equation
Cl.CO.[OH:4][C:5]1[CH:15]=[CH:14][C:8]2[C:9](=[O:13])[CH:10]=[CH:11][O:12][C:7]=2[CH:6]=1.[CH2:16]([O:18][C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[CH:22]=O)[CH3:17]>O>[CH2:16]([O:18][C:19]1[CH:20]=[C:21]([CH:22]=[C:10]2[C:9](=[O:13])[C:8]3[CH:14]=[CH:15][C:5]([OH:4])=[CH:6][C:7]=3[O:12][CH2:11]2)[CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[CH3:17]

Participants

5

Reactant 3

HCID 2447283-Ethoxy-4-methoxybenzaldehydeHCID 54092797-Hydroxy-4-benzopyroneHCID 21893726Hydrochloride methanol

Product 1

HCID 54279185HCID 54279185, compoundYield 20.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

After a saturated hydrogen chloride-methanol solution 15 ml was added to 7-hydroxy-4(4H)-benzopyranone 1.0 g and 3-ethoxy-4-methoxybenzaldehyde 1.30 g, the mixture was srtirred for 22.5 hours, water 100 ml was added, and the precipitated crystals were filtered. The crystals were added to methanol 30 ml of 55° C., and the mixture was filtered. The resulting crystals were dried over phosphorous pentoxide for four hours under reduced pressure to obtain the desired compound 0.415 g.

Workup

  1. filtrationthe precipitated crystals were filtered
  2. additionThe crystals were added to methanol 30 ml of 55° C.
  3. filtrationthe mixture was filtered
  4. dry with materialThe resulting crystals were dried over phosphorous pentoxide for four hours under reduced pressure

Sources & evidence

ORD record
ord-1a11940ca98f4cd78e78f5e48c0a6ea0
Source dataset
uspto-grants-2000_06
Patent number
US06080781

Reaction notes

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