Hydrochloric Acid → HCID 19382360, compound

HRID 2400047Notes

Reaction equation

HRID 2400047 reaction equation
[C:1]([C:7]1[O:8][CH:9]=[CH:10][C:11]=1[NH:12]C(=O)OC(C)(C)C)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].Cl>C(OCC)(=O)C>[NH2:12][C:11]1[CH:10]=[CH:9][O:8][C:7]=1[C:1](=[O:6])[C:2]([CH3:4])([CH3:3])[CH3:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54342043HCID 54342043, compound

Product 1

HCID 19382360HCID 19382360, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of t-butyl (2-pivaloylfuran-3-yl)carbamate (2.15 g, 8.0 mmol) in ethyl acetate (25 ml) was saturated With anhydrous hydrogen chloride gas at 0° C. The solution was stirred at ambient temperature for 5 hours. and then was evaporated to dryness in vacuo. The residual solid was taken up in ethyl acetate (50 ml) and saturated NaHCO3 (20 ml). Additional solid NaHCO3 was added to basify the mixture. The ethyl acetate extract was separated, washed with saturated NaCl, dried over Na2SO4, filtered and concentrated in vacuo to an amber liquid (1.34 g).

Workup

  1. customand then was evaporated to dryness in vacuo
  2. additionAdditional solid NaHCO3 was added
  3. extractionThe ethyl acetate extract
  4. customwas separated
  5. washwashed with saturated NaCl
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo to an amber liquid (1.34 g)

Sources & evidence

ORD record
ord-25d41714b1354942b5398f0316e6aa7f
Source dataset
uspto-grants-1995_09
Patent number
US05453424

Reaction notes

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