Hydrazine hydrate (1:1) → HCID 178514431, compound

HRID 1516157Notes

Reaction equation

HRID 1516157 reaction equation
C[O:2][C:3]([C@H:5]1[CH2:10][CH2:9][C@@H:8]([O:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)=O.O.[NH2:19][NH2:20]>C1(C)C=CC=CC=1>[O:11]([C@@H:8]1[CH2:9][CH2:10][C@H:5]([C:3]([NH:19][NH2:20])=[O:2])[CH2:6][CH2:7]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178501256HCID 178501256, compound

Product 1

HCID 178514431HCID 178514431, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of cis-4-phenoxy-cyclohexanecarboxylic acid methyl ester (0.55 g, 2.3 mmol) and hydrazine hydrate (0.11 g, 2.3 mmol) was heated at 120° C. for 24 h. After cooling to room temperature the reaction mixture was suspended in toluene (70 ml). After evaporation of the solvent, the residue was suspended in toluene (70 ml) again. The solvent was evaporated and the residue was dried in high vacuo (1-2 mbar) to give the crude title compound (0.50 g, 92%) as light yellow foam, which was used in the next step without further purification.

Workup

  1. temperatureAfter cooling to room temperature the reaction mixture
  2. customAfter evaporation of the solvent
  3. customThe solvent was evaporated
  4. customthe residue was dried in high vacuo (1-2 mbar)

Sources & evidence

ORD record
ord-40c24f17c08c402d8721d7b8ebb2932a
Source dataset
uspto-grants-2012_07
Patent number
US08227458B2

Reaction notes

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