Hydrochloric Acid → HCID 22826844, compound

HRID 1365589Notes

Reaction equation

HRID 1365589 reaction equation
[OH-].[Na+].[NH2:3][C@H:4]([C:6]([OH:8])=[O:7])[CH3:5].[C:9](Cl)(=[O:13])[C:10]([CH3:12])=[CH2:11].Cl>O.C1COCC1>[C:9]([NH:3][C@H:4]([C:6]([OH:8])=[O:7])[CH3:5])(=[O:13])[C:10]([CH3:12])=[CH2:11]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 5950L-AlanineHCID 13528Methacryloyl chlorideHCID 14798Sodium Hydroxide2×

Product 1

HCID 22826844HCID 22826844, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Sodium hydroxide (1.24 g) and L-alanine (2.76 g) were dissolved in pure water and, under cooling with ice, a solution where methacryloyl chloride (3 ml) was dissolved in THF (15 ml) and an aqueous solution (17 ml) containing sodium hydroxide (1.21 g) were simultaneously dropped thereinto. After that, the mixture was stirred at room temperature for 4 hours, acidified with 2M hydrochloric acid and extracted with ethyl acetate. The organic phase was dried, concentrated in vacuo, washed with ether and dried in vacuo to give the aimed product. Yield: 1.76 g (36%).

Workup

  1. temperatureunder cooling with ice
  2. additionwere simultaneously dropped
  3. extractionextracted with ethyl acetate
  4. customThe organic phase was dried
  5. concentrationconcentrated in vacuo
  6. washwashed with ether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-2ff58a24337d409699399e706205e5d1
Source dataset
uspto-grants-2011_02
Patent number
US07892834B2

Reaction notes

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