Sodium Hydroxide → HCID 86663861, compound

HRID 1022658Notes

Reaction equation

HRID 1022658 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[O:11][CH:10]2[C:12]([O:14]C)=[O:13])[CH:5]=[CH:6][C:7]=1[Cl:8].[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[O:11][CH:10]2[C:12]([OH:14])=[O:13])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 85706506HCID 85706506, compound

Product 1

HCID 86663861HCID 86663861, compoundYield 66.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methyl (2RS,3SR)-3-(3,4-dichlorophenyl)oxirane-2-carboxylate (90.9 g) in methanol (500 ml) was added 4 N sodium hydroxide solution (138 mL), and the mixture was stirred at room temperature for 2 hr. The reaction solution was filtered and washed with methanol. To the mother liquor was added 3 N hydrochloric acid (400 ml), and the mixture was stirred at room temperature for 1 hr. The resultant product was collected by filtration, and washed with distilled water to give the title compound (57.3 g).

Workup

  1. filtrationThe reaction solution was filtered
  2. washwashed with methanol
  3. additionTo the mother liquor was added 3 N hydrochloric acid (400 ml)
  4. stirringthe mixture was stirred at room temperature for 1 hr
  5. filtrationThe resultant product was collected by filtration
  6. washwashed with distilled water

Sources & evidence

ORD record
ord-413b8b76fd204c33b7ec44d6d1870366
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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