Hydrazine hydrate (1:1) → HCID 178514446, compound

HRID 1255452Notes

Reaction equation

HRID 1255452 reaction equation
C([O:3][C:4]([C@H:6]1[CH2:11][CH2:10][C@H:9]([OH:12])[CH2:8][CH2:7]1)=O)C.O.[NH2:14][NH2:15]>>[OH:12][C@H:9]1[CH2:10][CH2:11][C@H:6]([C:4]([NH:14][NH2:15])=[O:3])[CH2:7][CH2:8]1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178472487HCID 178472487, compound

Product 1

HCID 178514446HCID 178514446, compoundYield 91%

Procedure

A mixture of cis/trans-4-hydroxycyclohexane carboxylic acid ethyl ester (5.0 g, 29 mmol) and hydrazine hydrate (1.4 g, 29 mmol) was heated at reflux for 24 h. Residual water was removed by azeotropic distillation with toluene. The residue was triturated from tert-butyl methyl ether. The precipitate was collected by filtration and dried in vacuo to give the title compound as white solid in 91% yield.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 24 h
  3. customResidual water was removed by azeotropic distillation with toluene
  4. customThe residue was triturated from tert-butyl methyl ether
  5. filtrationThe precipitate was collected by filtration
  6. customdried in vacuo

Sources & evidence

ORD record
ord-2fa5d87c486649419bd1b8d562d726e2
Source dataset
uspto-grants-2013_06
Patent number
US08461151B2

Reaction notes

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