Ammonia → HCID 59474394, compound

HRID 70271Notes

Reaction equation

HRID 70271 reaction equation
[CH:1]1([C:7]([F:14])([F:13])[C:8](OCC)=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH3:15]>CCO>[CH:1]1([C:7]([F:14])([F:13])[C:8]([NH2:15])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 14437988HCID 14437988, compound

Product 1

HCID 59474394HCID 59474394, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl cyclohexyl(difluoro)acetate (2.63 g, 12.75 mmol) in EtOH (6 mL) was sparged with anhyd ammonia for 15 minutes at ambient temperature. The mixture was sealed in a pressure tube and allowed to stand overnight. Volatiles were removed in vacuo and the solid residue was recrystallized from dichloromethane-hexanes affording the title compound as a waxy solid. 1H NMR (400 MHz, CDCl3) δ ppm 1.13-1.37 (m, 5H) 1.48-1.85 (m, 8H) 1.98-2.08 (m, 1H) 4.30 (q, J=7.08 Hz, 2H)

Workup

  1. customThe mixture was sealed in a pressure tube
  2. customVolatiles were removed in vacuo
  3. customthe solid residue was recrystallized from dichloromethane-hexanes affording the title compound as a waxy solid

Sources & evidence

ORD record
ord-f41f5e1b114a45afad3bdd92cc908db2
Source dataset
uspto-grants-2014_09
Patent number
US08822518B2

Reaction notes

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