Isopropanol → HCID 53638840, compound

HRID 1383256Notes

Reaction equation

HRID 1383256 reaction equation
S(Cl)(Cl)=O.[NH2:5][CH:6]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[C:7]([OH:9])=[O:8].[CH:20](O)([CH3:22])[CH3:21]>>[CH:20]([O:8][C:7](=[O:9])[CH:6]([NH2:5])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])([CH3:22])[CH3:21]

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 24386Thionyl ChlorideHCID 3079252-Aminododecanoic acid

Product 1

HCID 53638840HCID 53638840, compound

Procedure

50 ml of isopropanol is stirred at 0° C. under argon and mixed drop by drop with 3.12 ml (41.6 mmol) of thionyl chloride. 30 minutes later, 7.40 g (34.4 mmol) of α-aminolauric acid is added in portions, stirred for one hour at room temperature and the batch then is allowed to reflux for two hours. After cooling off to room temperature, the batch is completely concentrated by evaporation, the residue is taken up in tert-butyl methyl ether and shaken out from aqueous sodium carbonate solution. The organic phase is dried on magnesium sulfate, filtered and concentrated by evaporation.

Workup

  1. temperatureto reflux for two hours
  2. temperatureAfter cooling off to room temperature
  3. concentrationthe batch is completely concentrated by evaporation
  4. stirringshaken out from aqueous sodium carbonate solution
  5. customThe organic phase is dried on magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-20d583c1792f48e2949f0205b02a1658
Source dataset
uspto-grants-2001_07
Patent number
US06254850B1

Reaction notes

Loading…