Hydrochloric Acid → HCID 22228629, compound

HRID 1744283Notes

Reaction equation

HRID 1744283 reaction equation
Cl[CH2:2][C:3]1[C:12]2[C:7](=[C:8]([CH3:15])[C:9]([OH:14])=[C:10]([CH3:13])[CH:11]=2)[O:6][C:5](=[O:16])[CH:4]=1.[OH-:17].[Na+].Cl>>[OH:14][C:9]1[C:10]([CH3:13])=[CH:11][C:12]2[C:3]([CH2:4][C:5]([OH:16])=[O:17])=[CH:2][O:6][C:7]=2[C:8]=1[CH3:15]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22228627HCID 22228627, compound

Product 1

HCID 22228629HCID 22228629, compoundYield 75%

Procedure

4.8 g (20.1 mmol) of 4-(Chloromethyl)-7-hydroxy-6,8-dimethyl-2H-chromen-2-one are heated at reflux for 3 h in 11 of 0.2 N NaOH. The reaction solution is adjusted to pH 3 with HCl and extracted 4 times with ethyl acetate. The combined organic phases are washed with a saturated solution of NaCl, dried over sodium sulfate and concentrated. 3.3 g (75%) of 2-(6-hydroxy-5,7-dimethyl-1-benzofuran-3-yl) acetic acid are obtained.

Workup

  1. extractionextracted 4 times with ethyl acetate
  2. washThe combined organic phases are washed with a saturated solution of NaCl
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-d2b4be5a46e846998255447240c7d08d
Source dataset
uspto-grants-2006_03
Patent number
US07015246B2

Reaction notes

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