Pyridine → 4-Acetyl-6-methoxy-1H-2-benzopyran-1,3(4H)-dione

HRID 606308Notes

Reaction equation

HRID 606308 reaction equation
N1C=CC=CC=1.[C:7]([CH2:10][C:11]1[CH:19]=[C:18]([O:20][CH3:21])[CH:17]=[CH:16][C:12]=1[C:13]([OH:15])=[O:14])([OH:9])=O.[CH3:22][CH2:23][O:24]CC>C(OC(=O)C)(=O)C>[C:23]([CH:10]1[C:11]2[C:12](=[CH:16][CH:17]=[C:18]([O:20][CH3:21])[CH:19]=2)[C:13](=[O:14])[O:15][C:7]1=[O:9])(=[O:24])[CH3:22]

Participants

5

Reactant 3

HCID 1049PyridineHCID 3283Diethyl EtherHCID 118166262-(Carboxymethyl)-4-methoxybenzoic acid

Product 1

HCID 578931304-Acetyl-6-methoxy-1H-2-benzopyran-1,3(4H)-dione

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

Pyridine (5.0 ml, 62 mmol) is added slowly to suspension of 2-carboxymethyl-4-methoxy-benzoic acid (10 g, 48 mmol) in acetic anhydride (80 ml) at 0° C. After stirring for 16 h, ether (100 ml) is added. The resulting solid is collected and dried to give 10 g of 4-acetyl-6-methoxy-isochroman-1,3-dione.

Workup

  1. customThe resulting solid is collected
  2. customdried

Sources & evidence

ORD record
ord-100e4ec9f2d94fe5bf6cae32845a2666
Source dataset
uspto-grants-2011_03
Patent number
US07915288B2

Reaction notes

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