Sodium Hydroxide → TRANS-2,4-DICHLOROCINNAMIC ACID

HRID 1480445Notes

Reaction equation

HRID 1480445 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1/[CH:9]=[CH:10]/[C:11]([O:13]C)=[O:12].[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1/[CH:9]=[CH:10]/[C:11]([OH:13])=[O:12]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 5314285HCID 5314285, compound

Product 1

HCID 688026TRANS-2,4-DICHLOROCINNAMIC ACID

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of (E)-methyl 3-(2,4-dichlorophenyl)acrylate (5052 mg, 21.86 mmol) in THF (109.00 mL) at RT was added 2M NaOH (32.8 mL, 65.6 mmol) and the mixture allowed to stir for 24 hrs. The THF was removed under reduced pressure and on cooling HCl (37%) was added dropwise to the aqueous solution. A solid precipitated out of solution which was filtered and dried to afford the title product;

Workup

  1. customThe THF was removed under reduced pressure
  2. temperatureon cooling HCl (37%)
  3. additionwas added dropwise to the aqueous solution
  4. customA solid precipitated out of solution which
  5. filtrationwas filtered
  6. customdried

Sources & evidence

ORD record
ord-c0b627c907c340639c49e4548386f107
Source dataset
uspto-grants-2016_08
Patent number
US09409895B2

Reaction notes

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