Benzyl Chloride → HCID 86600821, compound

HRID 736573Notes

Reaction equation

HRID 736573 reaction equation
[CH2:1]([Cl:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:9]([C:11]1([CH3:35])[CH:16]([CH3:17])[CH:15]([OH:18])[CH2:14][C:13]([CH2:20][CH3:21])([CH3:19])[N:12]1[O:22][C:23]([CH3:34])([CH3:33])[C:24]([NH:26][CH2:27][CH2:28][CH2:29][N:30]([CH3:32])[CH3:31])=[O:25])[CH3:10]>C(#N)C>[Cl-:8].[CH2:1]([N+:30]([CH2:29][CH2:28][CH2:27][NH:26][C:24](=[O:25])[C:23]([O:22][N:12]1[C:13]([CH2:20][CH3:21])([CH3:19])[CH2:14][CH:15]([OH:18])[CH:16]([CH3:17])[C:11]1([CH2:9][CH3:10])[CH3:35])([CH3:34])[CH3:33])([CH3:32])[CH3:31])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7503Benzyl ChlorideHCID 57849395HCID 57849395, compound2×

Product 1

HCID 86600821HCID 86600821, compoundYield 102.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Benzylchloride (0.87 g, 0.0069 mol) is added to a solution of 2-(2,6-diethyl-4-hydroxy-2,3,6-trimethyl-piperidine-1-yloxy)-N-(3-dimethylamino-propyl)-2-methyl-propionamide (2.2 g, 0.0057 mol, compound 110) in acetonitrile (3 ml). The mixture is stirred for 19 h at room temperature and is then evaporated. The residue is triturated with diethylether to remove the excess of benzylchloride, the solid is filtered off and dried to afford 3.0 g of the title compound as a colorless amorphous solid.

Workup

  1. customis then evaporated
  2. customThe residue is triturated with diethylether
  3. customto remove the excess of benzylchloride
  4. filtrationthe solid is filtered off
  5. customdried

Sources & evidence

ORD record
ord-2f5682f03e14450596e425906b1a4897
Source dataset
uspto-grants-2009_09
Patent number
US07595359B2

Reaction notes

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