Acetic Anhydride → 225379-14-6

HRID 1281641Notes

Reaction equation

HRID 1281641 reaction equation
[OH:1][C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([C:6]([CH3:15])=[C:7]([CH3:14])[C:8](=[O:13])[O:9]2)=[CH:4][CH:3]=1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>>[C:16]([O:1][C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([C:6]([CH3:15])=[C:7]([CH3:14])[C:8](=[O:13])[O:9]2)=[CH:4][CH:3]=1)(=[O:18])[CH3:17]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 53971957-Hydroxy-3,4,8-trimethylcoumarin

Product 1

HCID 854734225379-14-6

Procedure

A solution of 7-hydroxy-3,4,8-trimethylcoumarin (5.19 g, 25.4 mmol) was refluxed in acetic anhydride (10 mL) for 1.5 hours. The solution was slowly poured into ice water (200 mL) and the resulting solid was filtered, then rinsed with water to yield 7-acetoxy-3,4,8-trimethylcoumarin, a beige solid (6.22 g, 99.5%). 1H NMR (CDCl3): δ7.47 (d, J=8.6 Hz, 1H), 7.00 (d, J=8.7 Hz, 1H), 2.40 (s, 3H), 2.37 (s, 3H), 2.29 (s, 3H), 2.22 (s, 3H).

Workup

  1. filtrationthe resulting solid was filtered
  2. washrinsed with water

Sources & evidence

ORD record
ord-7161f90df0a74543adb054722fe95f24
Source dataset
uspto-grants-2002_09
Patent number
US06455286B1

Reaction notes

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