Hydrochloric Acid → HCID 90001112, compound

HRID 1778447Notes

Reaction equation

HRID 1778447 reaction equation
Br[C:2]([CH3:6])([CH3:5])[CH:3]=[O:4].[CH2:7]([N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)[CH3:8].Cl.[OH-].[K+]>C(Cl)Cl>[CH2:7]([N:9]1[CH2:14][CH2:13][N:12]([C:2]([CH3:6])([CH3:5])[CH:3]=[O:4])[CH2:11][CH2:10]1)[CH3:8]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 791961-EthylpiperazineHCID 5783772-Bromo-2-methylpropanal

Product 1

HCID 90001112HCID 90001112, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a cooled (0° C.) solution of 2-bromo-2-methyl-propanal (2504 mg, 16.58 mmol), prepared as in Example 5, in 15 mL of DCM was added 1-ethylpiperazine (2.53 mL, 19.9 mmol) and TEA (2.31 mL, 16.58 mmol) and the solution stirred at rt for 24 hours. The mixture was worked up with 1N HCl (50 mL) and DCM (50 mL×2). The aqueous was basified with KOH to pH 11 and washed with DCM (50 mL×3). The organic layers were washed with saturated sodium chloride, dried (MgSO4), and then concentrated to obtain 2-(4-ethylpiperazin-1-yl)-2-methyl-propanal (90% yield) as an oil.

Workup

  1. temperatureTo a cooled
  2. washwashed with DCM (50 mL×3)
  3. washThe organic layers were washed with saturated sodium chloride
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-de33780afa1b4957a558ab1410158389
Source dataset
uspto-grants-2016_02
Patent number
US09266895B2

Reaction notes

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