Triethylamine → HCID 17071139, compound

HRID 2216276Notes

Reaction equation

HRID 2216276 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][NH2:6].[CH3:10][C:11]([CH3:16])([CH3:15])[C:12](Cl)=[O:13].CCN(CC)CC>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][NH:6][C:12](=[O:13])[C:11]([CH3:16])([CH3:15])[CH3:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 77802Benzenemethanamine, 3-chloro-

Product 1

HCID 17071139HCID 17071139, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-chlorobenzylamine (3.54 g, 25 mmol) was added dropwise to trimethylacetyl chloride (2.65 ml, 21.5 mmol) and Et3N (3.5 ml, 25 mmol) in DCM (25 ml). After two hours, the reaction mixture was washed with 1 N HCl and the organic layer collected and dried over MgSO4. N-3-chlorobenzyltrimethylacetamide was precipitated from DCM/hexane as a white solid, 3.95 g,

Workup

  1. washthe reaction mixture was washed with 1 N HCl
  2. customthe organic layer collected
  3. dry with materialdried over MgSO4
  4. customN-3-chlorobenzyltrimethylacetamide was precipitated from DCM/hexane as a white solid, 3.95 g

Sources & evidence

ORD record
ord-65fbf15fc06643879023f2f446b3dbee
Source dataset
uspto-grants-2006_09
Patent number
US07112586B2

Reaction notes

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