4-Ethoxy-3-methoxybenzaldehyde → HCID 54403428, compound

HRID 1422050Notes

Reaction equation

HRID 1422050 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.[CH3:16][O:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][C:25]=1[O:26][CH2:27][CH3:28])[CH:21]=O>O>[CH3:16][O:17][C:18]1[CH:19]=[C:20]([CH:21]=[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:23]=[CH:24][C:25]=1[O:26][CH2:27][CH3:28]

Participants

5

Reactant 3

HCID 671164-Ethoxy-3-methoxybenzaldehydeHCID 54092797-Hydroxy-4-benzopyroneHCID 21893726Hydrochloride methanol

Product 1

HCID 54403428HCID 54403428, compoundYield 10.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

After a saturated hydrogen chloride-methanol solution 20 ml was added to 7-hydroxy-4(4H)-benzopyranone 1.0 g and 3-methoxy-4-ethoxybenzaldehyde 1.30 g, the mixture was srtirred for 18 hours, water 100 ml was added, and the precipitated crystals were filtered. The crystals were added to methanol 100 ml of 55° C., and the mixture was stirred for 15 minutes and filtered. The resulting crystals were dried over phosphorous pentoxide for four hours under reduced pressure to obtain the desired compound 0.216 g.

Workup

  1. filtrationthe precipitated crystals were filtered
  2. additionThe crystals were added to methanol 100 ml of 55° C.
  3. filtrationfiltered
  4. dry with materialThe resulting crystals were dried over phosphorous pentoxide for four hours under reduced pressure

Sources & evidence

ORD record
ord-dfe2f5ea7eef44dea877f9cb3ef95182
Source dataset
uspto-grants-2000_06
Patent number
US06080781

Reaction notes

Loading…