Tetrahydrofuran → HCID 10925033, compound

HRID 257850Notes

Reaction equation

HRID 257850 reaction equation
[C:1](=[O:4])(O)[O-:2].[Na+].ClC(OCC)=O.[CH2:12]([O:19][C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH2:27]1[CH2:31][O:30][CH2:29][CH2:28]1>O>[CH2:12]([O:19][C:20]1[CH:21]=[CH:22][C:23]([N:24]2[CH2:27][C@H:28]([CH2:29][O:30][CH3:31])[O:2][C:1]2=[O:4])=[CH:25][CH:26]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 10928Ethyl chloroformateHCID 228604-BenzyloxyanilineHCID 516892Sodium Bicarbonate

Product 1

HCID 10925033HCID 10925033, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

6.3 g sodium bicarbonate followed by 5.28 ml (55.10-3 mol) of ethyl chloroformate was added to a solution of 10 g (10-3 mol) of 4-benzyloxy aniline in 90 ml THF and 10 ml water. After agitation for 18 hours, the reaction medium was filtered and concentrated. The residue was dissolved in ethyl acetate. The organic solution was washed with water, dried on Na2SO4 and concentrated. The product was obtained with a 91% yield.

Workup

  1. filtrationthe reaction medium was filtered
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washThe organic solution was washed with water
  5. customdried on Na2SO4
  6. concentrationconcentrated
  7. customThe product was obtained with a 91% yield

Sources & evidence

ORD record
ord-032abd08657d4fd3a9ef16f259b8c38b
Source dataset
uspto-grants-1993_11
Patent number
US05264443

Reaction notes

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