Lithium Hydroxide → HCID 59773025, compound

HRID 2220699Notes

Reaction equation

HRID 2220699 reaction equation
C[O:2][C:3](=[O:19])[CH2:4][CH2:5][NH:6][C:7]1[CH:8]=[C:9]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:10]=[CH:11][CH:12]=1.[OH-].[Li+]>O.O1CCCC1>[C:9]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:10]=[CH:11][CH:12]=[C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:19])=[O:2])[CH:8]=1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 59773018HCID 59773018, compound

Product 1

HCID 59773025HCID 59773025, compoundYield 105.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

3-(Biphenyl-3-ylamino)-propionic acid methyl ester 1.6 g (6.3 mmol) was taken in 8 mL of water and 8 mL of tetrahydrofuran, to this solution was added 0.4 g (9.5 mmol) of lithium hydroxide, reaction stirred at room temperature for 5 hour. The solvent was removed from the mixture completely and 10 mL water was added and washed with ethyl acetate. The aqueous solution was acidified with 1 M HCl, and was extracted with ethyl acetate 3 times. Combined organic layer was washed with brine, dried over magnesium sulfate and concentrated under vaccum, yield to 1.6 g of acid used as crude for the next step.

Workup

  1. customThe solvent was removed from the mixture completely
  2. addition10 mL water was added
  3. washwashed with ethyl acetate
  4. extractionwas extracted with ethyl acetate 3 times
  5. washCombined organic layer was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under vaccum

Sources & evidence

ORD record
ord-333a5b4ebb044d1cae5bd61c118da7b1
Source dataset
uspto-grants-2008_08
Patent number
US07417062B2

Reaction notes

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