Sulfuric Acid → HCID 18370049, compound

HRID 1699977Notes

Reaction equation

HRID 1699977 reaction equation
[C:1]1([S:7]([NH:10][CH:11]([CH3:16])[CH2:12][C:13]([OH:15])=[O:14])(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:17][CH:18](O)[CH2:19][CH3:20].C1(C)C=CC=CC=1.OS(O)(=O)=O>O>[CH:18]([O:14][C:13](=[O:15])[CH2:12][CH:11]([NH:10][S:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)(=[O:9])=[O:8])[CH3:16])([CH2:19][CH3:20])[CH3:17]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 1140TolueneHCID 6568(+-)-2-ButanolHCID 18370034HCID 18370034, compound

Product 1

HCID 18370049HCID 18370049, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The mixture of 2.0 gr DL-N benzensulfonyl-3 aminobutyric acid (I), 1.0 gr 2-butanol, 30 ml toluene and 0.04 gr H2SO4 (conc) was heated under reflux for ca 6 hr. The water formed in the reaction was separated by azeotropic distillation. The cooled reaction mixture was washed twice with bicarbonate 2%, and dried over magnesium sulfate. Distillation of the solvent and alcohol yield 1.8 gr procuct, confirmed by spectroscopy.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for ca 6 hr
  3. customwas separated by azeotropic distillation
  4. customThe cooled reaction mixture
  5. washwas washed twice with bicarbonate 2%
  6. dry with materialdried over magnesium sulfate
  7. distillationDistillation of the solvent and alcohol yield 1.8 gr procuct

Sources & evidence

ORD record
ord-f012774e20fd4cefba5765341c5f857b
Source dataset
uspto-grants-2002_02
Patent number
US06348614B1

Reaction notes

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