Trifluoroacetic acid → HCID 23050474, compound

HRID 1651849Notes

Reaction equation

HRID 1651849 reaction equation
[CH2:1]1[O:25][C:24]2[CH:23]=[CH:22][C:5]([C:6]([C:8]#[C:9][C:10]([O:12]CC3C=CC(OC)=CC=3)=[O:11])=[O:7])=[CH:4][C:3]=2[O:2]1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH2:1]1[O:25][C:24]2[CH:23]=[CH:22][C:5]([C:6]([C:8]#[C:9][C:10]([OH:12])=[O:11])=[O:7])=[CH:4][C:3]=2[O:2]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23050477HCID 23050477, compound

Product 1

HCID 23050474HCID 23050474, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 36.3 g (107 mmol) of 4-methoxybenzyl 3-[3,4-(methylenedioxy)benzoyl]propiolate in 300 ml of methylene chloride was treated at room temperature with 6.4 ml (215 mmol) of anhydrous trifluoroacetic acid. The reaction mixture was stirred at room temperature until crystallization began, then cooled to 0° and stirred for a further 30 minutes. The separated crystals were filtered off under suction, washed with cold methylene chloride and dried in a high vacuum. There was obtained 3-(3,4-(methylenedioxy)benzoyl]propiolic acid of melting point 137°.

Workup

  1. temperaturecooled to 0°
  2. stirringstirred for a further 30 minutes
  3. filtrationThe separated crystals were filtered off under suction
  4. washwashed with cold methylene chloride
  5. customdried in a high vacuum

Sources & evidence

ORD record
ord-82e1f861f8554fd29057384b72d238c2
Source dataset
uspto-grants-1990_05
Patent number
US04929741

Reaction notes

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