Hydrochloric Acid → HCID 23369253, compound

HRID 1900541Notes

Reaction equation

HRID 1900541 reaction equation
[CH3:1][CH:2]([NH:6][C:7]1[C:12]([CH2:13][CH3:14])=[CH:11][C:10]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([O:22]CC)=[O:21])=[CH:9][C:8]=1[CH3:25])[CH2:3][O:4][CH3:5].Cl>[OH-].[K+]>[CH3:1][CH:2]([NH:6][C:7]1[C:12]([CH2:13][CH3:14])=[CH:11][C:10]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:9][C:8]=1[CH3:25])[CH2:3][O:4][CH3:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23369256HCID 23369256, compound

Product 1

HCID 23369253HCID 23369253, compound

Reagents, catalysts & solvents 1

HCID 14797Potassium HydroxideSolvent

Procedure

19 g (54 mmol) of the N-(1-methyl-2-methoxyethyl)-2-methyl-4-(4'-ethoxycarbonylbutoxy)-6-ethylaniline prepared in stage 4 are mixed at room temperature with 150 ml of 2M potassium hydroxide solution. The resulting emulsion is left to react to completion by stirring at room temperature for about 20 hours. The reaction mixture is then adjusted to pH 7 with hydrochloric acid and extracted twice with diethyl ether. The ether phases are combined, washed several times with saturated brine, dried over sodium sulfate and evaporated. Yield 12.9 g (73.9% of theory)nD23 1.517, viscous oil.

Workup

  1. waitThe resulting emulsion is left
  2. customto react to completion
  3. extractionextracted twice with diethyl ether
  4. washwashed several times with saturated brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-43d2e49612f74be59908702fd2a9743e
Source dataset
uspto-grants-1996_11
Patent number
US05576188

Reaction notes

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