Sodium Carbonate → HCID 23371137, compound

HRID 1899748Notes

Reaction equation

HRID 1899748 reaction equation
[C:1](Cl)(=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[NH2:17][CH2:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][OH:29])[CH2:23][CH2:22]1.C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)(Cl)Cl>[OH:29][CH2:28][CH2:27][N:24]1[CH2:25][CH2:26][N:21]([CH2:20][CH2:19][CH2:18][NH:17][C:1](=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[CH2:22][CH2:23]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 66986Myristoyl chlorideHCID 2552832-[4-(3-Aminopropyl)piperazin-1-yl]ethan-1-ol

Product 1

HCID 23371137HCID 23371137, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A 50 mL chloroform solution of 6.21 g. (0.025 1 mol) of myristoyl chloride was added dropwise under argon to an ice cold 75 mL chloroform solution of 4.79 g. (0.0256 mol) of N-(3-aminopropyl)-N'-(2-hydroxyethyl)piperazine. After stirring for two hours, 100 mL of aqueous sodium carbonate was added and stirred for 30 minutes. The layers were separated and the chloroform layer was washed with aqueous sodium carbonate (2×125 mL) followed by water (2×75 mL). The chloroform layer was concentrated in vacuo and the remaining amber liquid was crystallized successively from ethyl acetate to yield 4.56 g. (45.6%) of the subject compound.

Workup

  1. stirringstirred for 30 minutes
  2. customThe layers were separated
  3. washthe chloroform layer was washed with aqueous sodium carbonate (2×125 mL)
  4. concentrationThe chloroform layer was concentrated in vacuo
  5. customthe remaining amber liquid was crystallized successively from ethyl acetate
  6. customto yield 4.56 g

Sources & evidence

ORD record
ord-f740c7e16b9e4136a1a0bc1d156ec9c5
Source dataset
uspto-grants-1996_11
Patent number
US05573726

Reaction notes

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