Water → HCID 10424537, compound

HRID 1029543Notes

Reaction equation

HRID 1029543 reaction equation
[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([CH:15]=[C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:17]=1[OH:18])[O:8][CH2:9][C:10](OCC)=[O:11])([CH3:4])[CH3:3].O.[NH2:24][NH2:25].O>C(O)C>[CH3:1][C:2]([C:5]1[CH:6]=[C:7]([CH:15]=[C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:17]=1[OH:18])[O:8][CH2:9][C:10]([NH:24][NH2:25])=[O:11])([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 24654Hydrazine hydrate (1:1)HCID 10244775HCID 10244775, compound

Product 1

HCID 10424537HCID 10424537, compoundYield 88.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl [3,5-bis(1,1-dimethylethyl)-4-hydroxyphenoxy]acetate (2.5 g, 8.1 mmol) and hydrazine monohydrate (1.2 mL, 24.3 mmol) in ethanol (40 mL) is heated at 65°-75° C. for 8 hours. The reaction mixture is cooled and poured into 500 mL of water. The solids are filtered and washed twice with water. The white solid is dried overnight at 50° C. in vacuo to give 2.1 g (87%) of [3,5-bis(1,1-dimethylethyl)-4-hydroxyphenoxy]-acetic acid hydrazide; mp 141.0°-142.5° C.

Workup

  1. temperatureThe reaction mixture is cooled
  2. filtrationThe solids are filtered
  3. washwashed twice with water
  4. customThe white solid is dried overnight at 50° C. in vacuo

Sources & evidence

ORD record
ord-65e4939aa3eb442eb99b79c4790f5146
Source dataset
uspto-grants-1992_04
Patent number
US05102897

Reaction notes

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