Hydrochloric Acid → HCID 30048360, compound

HRID 2061257Notes

Reaction equation

HRID 2061257 reaction equation
[NH2:1][C@H:2]([C:5]([OH:7])=[O:6])[CH2:3][OH:4].[C:8](Cl)(=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10].Cl>[OH-].[Na+].C(OCC)C>[C:8]([NH:1][C@H:2]([C:5]([OH:7])=[O:6])[CH2:3][OH:4])(=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 5951L-SerineHCID 62493Pivaloyl chloride

Product 1

HCID 30048360HCID 30048360, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 14798Sodium HydroxideSolvent2×

Procedure

5.25 g (50.0 mmol) of L-serine was dissolved in 1 N aqueous sodium hydroxide solution. 50 ml of 1 N aqueous sodium hydroxide solution and a solution of 5 ml (40.6 mmol) of pivaloyl chloride in 12 ml of diethyl ether were simultaneously added dropwise to the obtained solution in ice bath. After stirring for 2.5 hours, 70 ml of 1 N hydrochloric acid was added to the reaction mixture to make it acidic. After extracting with ethyl acetate, the organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to obtain the title compound.

Workup

  1. extractionAfter extracting with ethyl acetate
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-0c0d10465f7c4719933cfd87e38b0e2b
Source dataset
uspto-grants-2012_10
Patent number
US08278329B2

Reaction notes

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