Triethylamine → Ethyl 4-methyl-2-(4-methylbenzoylamino)-3-oxopentanoate

HRID 253335Notes

Reaction equation

HRID 253335 reaction equation
Cl.[NH2:2][CH:3]([C:9](=[O:13])[CH:10]([CH3:12])[CH3:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5].[CH3:14][C:15]1[CH:23]=[CH:22][C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=1.C(N(CC)CC)C>ClCCl>[CH3:11][CH:10]([CH3:12])[C:9](=[O:13])[CH:3]([NH:2][C:19](=[O:20])[C:18]1[CH:22]=[CH:23][C:15]([CH3:14])=[CH:16][CH:17]=1)[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 134054-Methylbenzoyl ChlorideHCID 57434496Ethyl 2-amino-4-methyl-3-oxopentanoate hydrochloride

Product 1

HCID 57434497Ethyl 4-methyl-2-(4-methylbenzoylamino)-3-oxopentanoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10 g of ethyl 2-amino-4-methyl-3-oxopentanoate hydrochloride and 7.4 g of 4-methylbenzoyl chloride are dissolved in 250 ml of dichloromethane, and 13.3 ml of triethylamine are slowly added dropwise at 0° C. The mixture is stirred at room temperature for one hour and then washed with water, the organic phase is separated off and dried over MgSO4, and the solvent is then removed under reduced pressure. This gives 13 g of ethyl 4-methyl-2-(4-methylbenzoylamino)-3-oxopentanoate as an oil.

Workup

  1. washwashed with water
  2. customthe organic phase is separated off
  3. dry with materialdried over MgSO4
  4. customthe solvent is then removed under reduced pressure

Sources & evidence

ORD record
ord-2bfcb54d1c194722af58af19b39874fa
Source dataset
uspto-grants-2011_01
Patent number
US07872034B2

Reaction notes

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