Methanol → HCID 86727916, compound

HRID 1519072Notes

Reaction equation

HRID 1519072 reaction equation
[CH3:1][CH2:2][C:3]([C:8]([O:10][CH2:11][CH:12]([NH2:15])[CH2:13][CH3:14])=[O:9])([CH3:7])[C:4]([O-:6])=[O:5].O1CCCC1.CO.[OH-].[Li+]>O>[CH3:1][CH2:2][C:3]([C:8]([O:10][CH2:11][CH:12]([NH2:15])[CH2:13][CH3:14])=[O:9])([CH3:7])[C:4]([OH:6])=[O:5]

Participants

6

Reactant 4

HCID 887MethanolHCID 3939Lithium HydroxideHCID 8028TetrahydrofuranHCID 86727917HCID 86727917, compound

Product 1

HCID 86727916HCID 86727916, compoundYield 102.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 50-mL flask, methyl-2-aminobutoxycarbonyl-2-methylpropanoate (327 mg, 1.50 mmol) was charged, and dissolved through addition of tetrahydrofuran (15 ml), and methanol (15 ml). Lithium hydroxide dissolved in purified water (15 ml) was added thereto, followed by stirring for 12 hours at room temperature. After stirring for 12 hours, the resultant solution was vacuum-evaporated, neutralized with 2N-hydrochloric acid aqueous solution, and extracted with ethyl acetate (20 mL). The organic layer was dried with magnesium sulfate, and filtered. Through vacuum distillation, the solvent was removed so as to obtain methyl-2-aminobutoxycarbonyl-2-methylpropanoic acid compound (335 mg, 99%).

Workup

  1. additionwas added
  2. stirringAfter stirring for 12 hours
  3. customthe resultant solution was vacuum-evaporated
  4. extractionextracted with ethyl acetate (20 mL)
  5. dry with materialThe organic layer was dried with magnesium sulfate
  6. filtrationfiltered
  7. distillationThrough vacuum distillation
  8. customthe solvent was removed so as

Sources & evidence

ORD record
ord-d85dc7dd55424e99a3f7c2a2a1f0d84e
Source dataset
uspto-grants-2015_07
Patent number
US09073830B2

Reaction notes

Loading…