Methanol → HCID 86745464, compound

HRID 1534311Notes

Reaction equation

HRID 1534311 reaction equation
[OH-:1].[Na+].COC([NH:7][C:8](=[O:29])[C:9]([O:27][CH3:28])([O:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19]2[C:24]([Cl:25])=[CH:23][C:22]([Cl:26])=[CH:21][N:20]=2)=[CH:14][CH:13]=1)[CH3:10])=O.[CH3:30][OH:31]>>[OH:1][NH:7][C:8](=[O:29])[C:9]([O:27][CH:28]=[C:30]=[O:31])([O:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][C:19]2[C:24]([Cl:25])=[CH:23][C:22]([Cl:26])=[CH:21][N:20]=2)=[CH:16][CH:17]=1)[CH3:10]

Participants

4

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 67906372HCID 67906372, compound

Product 1

HCID 86745464HCID 86745464, compound

Procedure

Into a mixture of IN aqueous sodium hydroxide solution (48 ml) and methanol (300 ml), N-methoxycarbonyl-methoxy-2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]propionamide (Compound No. 38 as obtained in Example 1) (9.4 g) was dissolved, and the resultant mixture was stirred at 50° C. for 1 hour. After removal of methanol by distillation, the aqueous layer was made acidic with conc. hydrochloric acid and extracted with ethyl acetate. Removal of the ethyl acetate from the extract by distillation gave N-hydroxy-carbonylmethoxy-2-[4-(3,5-dichloro-2-pyridyloxy)phenoxy]-propionamide (9.0 g). Yield, 98%.

Workup

  1. custom38 as obtained in Example 1) (9.4 g)
  2. dissolutionwas dissolved
  3. customAfter removal of methanol
  4. distillationby distillation
  5. extractionextracted with ethyl acetate
  6. customRemoval of the ethyl acetate from the
  7. extractionextract by distillation

Sources & evidence

ORD record
ord-f3b752eed2ff46dc884a1e4dee9cc763
Source dataset
uspto-grants-1992_02
Patent number
US05089043

Reaction notes

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