Potassium Carbonate → 5-(Hydroxymethyl)-1,3-dihydro-2-benzofuran-1-one

HRID 1766866Notes

Reaction equation

HRID 1766866 reaction equation
C(OC[C:6]1[CH:15]=[C:14]([CH2:16][O:17]C(=O)C)[CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9])(=O)C.C(=O)([O-])[O-].[K+].[K+]>>[OH:17][CH2:16][C:14]1[CH:15]=[C:6]2[C:7](=[CH:12][CH:13]=1)[C:8](=[O:9])[O:10][CH2:11]2

Participants

3

Reactant 2

HCID 11430Potassium CarbonateHCID 17862597Methyl 2,4-bis(acetoxymethyl)benzoate

Product 1

HCID 124468605-(Hydroxymethyl)-1,3-dihydro-2-benzofuran-1-oneYield 79%

Procedure

According to a similar procedure to that described in Example 1-(6), methyl 2,4-bis(acetoxymethyl)benzoate (6.35 g, 22.7 mmol) obtained from Example 4-(1) and potassium carbonate (373.2 mg, 2.7 mmol) were reacted, and the reaction mixture was worked up to afford, after extraction, the title compound as a crude product. The crude product was subjected to chromatography on a silica gel (200 g) column (eluent; ethyl acetate:dichloromethane=0:1˜1:10) to afford the title compound (2.94 g, 79% yield) as a colorless solid (mp. 126° C.).

Workup

  1. customto afford
  2. extractionafter extraction

Sources & evidence

ORD record
ord-1aab30b7ee5e46018f6b177b2931f5f7
Source dataset
uspto-grants-2007_06
Patent number
US07230023B2

Reaction notes

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