Ammonium Hydroxide → 2-Amino-3,3-dimethylbutanoic acid

HRID 76845

Reaction equation

HRID 76845 reaction equation
[OH-].[NH4+].[NH2:3][C@@H:4]([C:9]([OH:11])=[O:10])[C:5]([CH3:8])([CH3:7])[CH3:6]>CC(C)=O>[NH2:3][CH:4]([C:9]([OH:11])=[O:10])[C:5]([CH3:8])([CH3:7])[CH3:6]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 6950340D-tert-leucine

Product 1

HCID 3061312-Amino-3,3-dimethylbutanoic acidYield 92%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
85 °C

Procedure

Ammonium hydroxide (50 mL, 30%) solution was placed in an autoclave and D-tert-leucine (5 g) was added. Autoclave was closed and the contents were heated to 85° C. under stirring for 12 hours. After cooling the solution was transferred and concentrated under vacuum at 55° C. The solid residue obtained was stirred with acetone (20 mL), filtered and dried to obtain DL-tert-leucine (4.6 g, 92% yield, L-isomer: 42%, D-isomer: 58%)

Workup

  1. additionwas added
  2. customAutoclave was closed
  3. temperatureAfter cooling the solution
  4. concentrationconcentrated under vacuum at 55° C
  5. customThe solid residue obtained
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-d453e83ed0824a199660d4e90a242ef9
Source dataset
uspto-grants-2014_09
Patent number
US08835676B2

Linked notes

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