Methanol → HCID 69948306, compound

HRID 369129Notes

Reaction equation

HRID 369129 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH:14]([O:20][CH3:21])[C:15](OCC)=[O:16])=[C:4]([CH3:24])[CH:3]=1.CO.O.[NH2:28][NH2:29]>[Cl-].[Na+].O>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[CH:14]([O:20][CH3:21])[C:15]([NH:28][NH2:29])=[O:16])=[C:4]([CH3:24])[CH:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 24654Hydrazine hydrate (1:1)HCID 57016568HCID 57016568, compound

Product 1

HCID 69948306HCID 69948306, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 57417360Sodium chloride; waterSolvent

Conditions

Temperature
60 °C

Procedure

To 1.05 g (3 mmol) of ethyl 2-(4-chloro-2-methylphenoxymethyl)phenyl-2-methoxyacetate was added 6 ml of methanol and 0.75 g (15 mmol) of hydrazine monohydrate and stirred at 60° C. for 16 hours. After completion of the reaction, 100 ml of brine was added and extracted twice with 70 ml of dichloromethane. The extract was dried over anhydrous magnesium and concentrated under reduced pressure to give 2-(4-chloro-2-methylphenoxymethyl)phenyl-2-methoxyacetic acid hydrazide (0.93 g, 92.6%) as colorless oil.

Workup

  1. additionwas added
  2. extractionextracted twice with 70 ml of dichloromethane
  3. dry with materialThe extract was dried over anhydrous magnesium
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-40475439cd6743b89a99951319883386
Source dataset
uspto-grants-2000_10
Patent number
US06136837

Reaction notes

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