Tetrahydrofuran → HCID 4076513, compound

HRID 1526318Notes

Reaction equation

HRID 1526318 reaction equation
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[NH2:8].[O:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1.C([O-])(=[O:16])C.[Na+]>O>[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[NH:8][C:10](=[O:9])[CH2:11][C:12](=[O:16])[CH3:13]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 234322-MethylcyclohexylamineHCID 517045Sodium Acetate

Product 1

HCID 4076513HCID 4076513, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 2-methylcyclohexanamine (2.00 g), 2,2,6-trimethyl-4H-1,3-didioxin-4-one (3.26 g) and tetrahydrofuran (5.0 mL) was added sodium acetate (1.45 g) at room temperature. The reaction mixture was refluxed overnight, and cooled to room temperature. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.99 g).

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with saturated brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-100fcc5e0440456fa6bb139b248a6092
Source dataset
uspto-grants-2015_07
Patent number
US09085578B2

Reaction notes

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