Hydrochloric Acid → HCID 54426354, compound

HRID 1676898Notes

Reaction equation

HRID 1676898 reaction equation
C[O:2][C:3](=[O:14])[CH2:4][C@@H:5]([CH3:13])[C:6]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])=[O:7].[OH-].[Na+].Cl>C1COCC1.CO>[C:9]([O:8][C:6](=[O:7])[C@H:5]([CH3:13])[CH2:4][C:3]([OH:14])=[O:2])([CH3:12])([CH3:10])[CH3:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86622850HCID 86622850, compound

Product 1

HCID 54426354HCID 54426354, compound

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 2.55 g (9.89 mmol) of (R)-2-methyl-succinic acid 1-tert-butylester 4-methyl ester in 20 ml of THF/MeOH (1/1) are added at 0° C. 10 ml (20 mmol) of 2 M sodium hydroxide. The mixture is stirred for 4 h at 0° C. and then acidified to pH 2-3 by addition of 1 M HCl. The organic solvents are evaporated. The residual aq. solution is extracted with DCM (3×30 ml), and the combined organic layers are dried over sodium sulfate and concentrated to give the product in the form of a colorless oil.

Workup

  1. customThe organic solvents are evaporated
  2. extractionThe residual aq. solution is extracted with DCM (3×30 ml)
  3. dry with materialthe combined organic layers are dried over sodium sulfate
  4. concentrationconcentrated
  5. customto give the product in the form of a colorless oil

Sources & evidence

ORD record
ord-864a7a9f4718408ca9bc543e825c6c51
Source dataset
uspto-grants-2011_08
Patent number
US08008250B2

Reaction notes

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