Hydrochloric Acid → HCID 86751789, compound

HRID 1941450Notes

Reaction equation

HRID 1941450 reaction equation
C(OC([NH:8][C@H:9]1[CH2:15][CH2:14][CH2:13][CH2:12][N:11]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:10]1=[O:22])=O)(C)(C)C.[ClH:23]>C(O)C>[ClH:23].[NH2:8][C@H:9]1[CH2:15][CH2:14][CH2:13][CH2:12][N:11]([CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:10]1=[O:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10615174HCID 10615174, compound

Product 1

HCID 86751789HCID 86751789, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

To a solution of 49 (3.143 g, 0.0100 mole) in 20 mL of ethanol at 0° C. was added 12N HCl in ethanol (27.0 mL, 0.32 mol) in one portion. The solution was stirred at 0° for 5 min and then allowed to stir at ambient temperature for one hr. The solvent was evaporated, anhydrous acetonitrile (100 mL) was added and the solvent was reevaporated. The residue was pumped at <1 mm Hg on a vacuum pump for 20 hrs to afford 2.410 g (96% yield) of product 50 as a pale yellow foam. TLC (silica gel; CH2Cl2, methanol, conc. NH4OH : 25, 5, 1): Rf=0.63.

Workup

  1. stirringto stir at ambient temperature for one hr
  2. customThe solvent was evaporated
  3. additionanhydrous acetonitrile (100 mL) was added
  4. customthe solvent was reevaporated
  5. waitThe residue was pumped at <1 mm Hg on a vacuum pump for 20 hrs

Sources & evidence

ORD record
ord-541c6bfb3ae24e71b728745e58532ee6
Source dataset
uspto-grants-1997_12
Patent number
US05703208

Reaction notes

Loading…