Methyl iodide → HCID 67868033, compound

HRID 1650814Notes

Reaction equation

HRID 1650814 reaction equation
[CH2:1]([O:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][C:21]([NH:23][C@H:24]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])=[O:22])=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH3:36]I.[H-].[Na+].[Cl-].[NH4+]>CN(C)C=O>[CH2:1]([O:13][C:14]1[CH:15]=[CH:16][C:17]([CH2:20][C:21]([N:23]([CH3:36])[C@H:24]([C:31]([O:33][CH2:34][CH3:35])=[O:32])[CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])=[O:22])=[CH:18][CH:19]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 67867888HCID 67867888, compound

Product 1

HCID 67868033HCID 67868033, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To the solution of diethyl N-(4-dodecyloxyphenylacetyl)aspartate (2.0 g, 4.1 m mol) and methyl iodide (0.76 ml) in N,N-dimethylformamide (20 ml) was added sodium hydride (60% oil, 0.2 g, 4.8 m mol) under ice cooling and the resulting mixture was stirred for 30 minutes. A saturated aqueous solution of ammonium chloride (50 ml) was added to the reaction mixture and the mixture was extracted with IPE. The organic layer was washed with water, dried and concentrated under reduced pressure to obtain crude diethyl N-(4-dodecyloxyphenylacetyl)-N-methylaspartate (3-z).

Workup

  1. extractionthe mixture was extracted with IPE
  2. washThe organic layer was washed with water
  3. customdried
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4568de433806461b819a9bd6bbe3fde4
Source dataset
uspto-grants-1990_05
Patent number
US04925868

Reaction notes

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