Potassium Hydroxide → HCID 86611259, compound

HRID 2243112Notes

Reaction equation

HRID 2243112 reaction equation
[C:1]([O:5][C:6]([CH2:8][CH2:9][NH:10][CH:11]([CH3:16])[C:12]([O:14]C)=[O:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+]>CO.O>[C:1]([O:5][C:6]([CH2:8][CH2:9][NH:10][CH:11]([CH3:16])[C:12]([OH:14])=[O:13])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 86611260HCID 86611260, compound

Product 1

HCID 86611259HCID 86611259, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Methyl 2-(tert-butoxycarbonylethylamino)propionate (1.27 g; 5.5 mmol) is dissolved in 5 ml of methanol, and potassium hydroxide (1.2 eq.; 6.6 mmol; 0.37 g) dissolved in 1.6 ml of water is then added. The reaction medium is left at room temperature for 12 hours and then evaporated to dryness, taken up in water and washed with ether. The aqueous phase is acidified by adding 1N hydrochloric acid and extracted three times with ether. The organic phases are combined, dried over sodium sulfate and evaporated to dryness to give 0.88 g of a white solid.

Workup

  1. additionis then added
  2. customevaporated to dryness
  3. washwashed with ether
  4. additionby adding 1N hydrochloric acid
  5. extractionextracted three times with ether
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-8ea18458ff34478982eac1b8ba8822f0
Source dataset
uspto-grants-2010_03
Patent number
US07674803B2

Reaction notes

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