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Acetone → 3-(Benzylamino)-3-methylbutanoic Acid

HRID 1393645
Notes
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Reaction equation

HRID 1393645 reaction equation
[CH3:1][C:2]([CH3:7])=[CH:3][C:4]([OH:6])=[O:5].[CH2:8]([NH2:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.CC(C)=O>N1C=CC=CC=1>[CH2:8]([NH:15][C:2]([CH3:7])([CH3:1])[CH2:3][C:4]([OH:6])=[O:5])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 180AcetoneHCID 7504BenzylamineHCID 109313-Methyl-2-butenoic acid

Product 1

HCID 111382843-(Benzylamino)-3-methylbutanoic AcidYield 42%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
120 °C

Procedure

3-Methylcrotonic acid (12.0 g) was dissolved in pyridine (40 ml), and benzyl amine (12.8 g) was added thereto, and the mixture was stirred for 3 hours at 120° C. The reaction mixture was cooled to room temperature, and after acetone was added to the resulting suspension, crystals were collected by filtration and washed. The crystals were dried under reduced pressure to give 3-benzylamino-3-methylbutanoic acid (10.3 g, Y.:42%) as colorless crystals.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationwere collected by filtration
  3. washwashed
  4. customThe crystals were dried under reduced pressure

Sources & evidence

ORD record
ord-a65ca87bd6824b3a80fcd4887b697153
Source dataset
uspto-grants-2008_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07345180B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes