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Hydrochloric Acid → 4-(Ethyl-3-methylanilino)butyric acid

HRID 1920501
Notes
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Reaction equation

HRID 1920501 reaction equation
Cl.C([O:4][C:5](=[O:19])[CH2:6][CH2:7][CH2:8][N:9]([CH2:17][CH3:18])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[CH:11]=1)C>O1CCOCC1.O>[CH2:17]([N:9]([CH2:8][CH2:7][CH2:6][C:5]([OH:19])=[O:4])[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[CH:11]=1)[CH3:18]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 66966695Ethyl 4-[ethyl(3-methylphenyl)amino]butanoate

Product 1

HCID 231111194-(Ethyl-3-methylanilino)butyric acidYield 109.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
95 °C

Procedure

4N Solution (100 ml) of hydrogen chloride in dioxane and water (20 ml) was added to the compound (14.1 g) obtained in Step 1, and the mixture was stirred at 95° C. for 12 hours. The solvent was evaporated to give the title compound (13.7 g).

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-1dd2e6955179498ebe802ccb20f38160
Source dataset
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08168827B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes