Hydrochloric Acid → 4-Ethoxy-7-methylcoumarin

HRID 444221

Reaction equation

HRID 444221 reaction equation
Cl.[OH:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[O:6][C:5](=[O:14])[CH:4]=1.[CH2:15](O)[CH3:16]>>[CH2:15]([O:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([CH3:13])=[CH:10][CH:11]=2)[O:6][C:5](=[O:14])[CH:4]=1)[CH3:16]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 546853074-Hydroxy-7-methylcoumarin

Product 1

HCID 6889444-Ethoxy-7-methylcoumarinYield 72%

Procedure

Dry hydrogen chloride was passed through a solution of 4-hydroxy-7-methylcoumarin (14 g; 0.08 mole) in ethanol (300 ml) for 15 mins and the resulting solution was refluxed for 30 minutes. After cooling, the solvent was removed in vacuo and the residue recrystallized from ethanol to give 11.74 g (72%) of product of m.p. 142°-143° C.; (Found; C, 70.24; H, 5.95; C12H12O3 requires; C, 70.60; H, 5.88%).

Workup

  1. temperaturethe resulting solution was refluxed for 30 minutes
  2. temperatureAfter cooling
  3. customthe solvent was removed in vacuo
  4. customthe residue recrystallized from ethanol

Sources & evidence

ORD record
ord-ed20385ddde44873bbe343fb9dc39b19
Source dataset
uspto-grants-1981_04
Patent number
US04263299

Linked notes

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