(4-(Benzyloxy)phenyl)hydrazine monohydrochloride → 4-Benzyloxyphenylhydrazine

HRID 1655830Notes

Reaction equation

HRID 1655830 reaction equation
Cl.[CH2:2]([O:9][C:10]1[CH:15]=[CH:14][C:13]([NH:16][NH2:17])=[CH:12][CH:11]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C[O-].[Na+]>CO>[CH2:2]([O:9][C:10]1[CH:11]=[CH:12][C:13]([NH:16][NH2:17])=[CH:14][CH:15]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 3016725(4-(Benzyloxy)phenyl)hydrazine monohydrochloride2×HCID 10942334Sodium Methoxide

Product 1

HCID 5613924-BenzyloxyphenylhydrazineYield 66.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A suspension of 4-benzyloxyphenylhydrazine hydrochloride (Intermediate C) (25.0 g) and 1.0 equiv of sodium methoxide in methanol (110 ml) was refluxed for 30 min. The reaction was cooled and the precipitate was collected by vacuum filtration. The crude material was washed with water, and ether and dried under vacuum to give 14.2 g of the desired product, m.p. 101-103° C.

Workup

  1. temperaturewas refluxed for 30 min
  2. temperatureThe reaction was cooled
  3. filtrationthe precipitate was collected by vacuum filtration
  4. washThe crude material was washed with water, and ether
  5. customdried under vacuum

Sources & evidence

ORD record
ord-ccacdf40b0f441e6aa2b6b89f86a3df3
Source dataset
uspto-grants-1993_10
Patent number
US05252426

Reaction notes

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