HCID 12401704, compound → 4-oxo-4H-chromene-2-carbaldehyde

HRID 236891Notes

Reaction equation

HRID 236891 reaction equation
C[O:2][CH:3](OC)[C:4]1[O:5][C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=2[C:8](=[O:10])[CH:9]=1>Cl>[O:5]1[C:6]2[CH:14]=[CH:13][CH:12]=[CH:11][C:7]=2[C:8](=[O:10])[CH:9]=[C:4]1[CH:3]=[O:2]

Participants

3

Reactant 1

HCID 12401704HCID 12401704, compound

Product 1

HCID 104196624-oxo-4H-chromene-2-carbaldehydeYield 81.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A stirred solution of 2-(dimethoxymethyl)-4H-1-benzopyran- 4-one (1.1 g, 0.005 m) in 5 N hydrochloric acid (20 ml) was heated at 100° for 3 hours. The reaction mixture was cooled and extracted with CHCl3. The extracts were dried over MgSO4 and evaporated under reduced pressure to give a crystalline product. Recrystallization from ethyl acetate gave off-white crystals (710 mg, 81%), m.p. 159°-161°.

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with CHCl3
  3. dry with materialThe extracts were dried over MgSO4
  4. customevaporated under reduced pressure
  5. customto give a crystalline product
  6. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-2a8f7fc6555540d79422abcb8f5bcc9c
Source dataset
uspto-grants-1979_06
Patent number
US04158663

Reaction notes

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