Methanol → HCID 18421413, compound

HRID 1281647Notes

Reaction equation

HRID 1281647 reaction equation
C([O:4][C:5]1[C:14]([CH3:15])=[C:13]2[C:8]([C:9]([CH3:19])=[C:10]([CH2:17]Br)[C:11](=[O:16])[O:12]2)=[CH:7][CH:6]=1)(=O)C.[CH3:20][OH:21]>>[CH3:19][C:9]1[C:8]2[C:13](=[C:14]([CH3:15])[C:5]([OH:4])=[CH:6][CH:7]=2)[O:12][C:11](=[O:16])[C:10]=1[CH2:17][O:21][CH3:20]

Participants

3

Reactant 2

HCID 887MethanolHCID 18421399HCID 18421399, compound

Product 1

HCID 18421413HCID 18421413, compound

Procedure

7-acetoxy-3-bromomethyl-4,8-dimethylcoumarin (2.50 g, 8.90 mmol) was refluxed in methanol (300 mL) overnight, cooled to room temperature and concentrated under vacuum to give crude 4,8-dimethyl-7-hydroxy-3-methoxymethylcoumarin. 1H NMR (CD3OD): δ7.52 (d, J=8.8 Hz, 1H), 6.83 (d, J=8.8 Hz, 1H), 4.50 (s, 2H), 3.41 (s, 3H), 2.49 (s, 3H), 2.25 (s, 3H).

Workup

  1. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-3fd8253d519d40979dee80f342d07bf8
Source dataset
uspto-grants-2002_09
Patent number
US06455286B1

Reaction notes

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