Lactic Acid → HCID 13827479, compound

HRID 1589275Notes

Reaction equation

HRID 1589275 reaction equation
CN(C1CCCCC1)C.[C:10]([OH:15])(=[O:14])[CH:11]([CH3:13])[OH:12].Cl[CH2:17][Si:18]([CH3:23])([CH3:22])[CH2:19][CH2:20][CH3:21]>C(OCC)C>[CH3:17][Si:18]([CH2:23][O:14][C:10](=[O:15])[CH:11]([OH:12])[CH3:13])([CH3:22])[CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 612Lactic AcidHCID 7415N,N-DimethylcyclohexylamineHCID 262829(chloromethyl)(dimethyl)propylsilane

Product 1

HCID 13827479HCID 13827479, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
100 °C

Procedure

12.7 of N,N-dimethyl-cyclohexylamine were dropped into 9.8 g (0.1 mole) of the S-enantiomer of the lactic acid and 30 g of chloromethyl-dimethyl-n-propyl-silane at room temperature with stirring. The reaction mixture was heated to 100° C. for 16 hours. After cooling the reaction mixture to room temperature 50 ml of diethylether were added, the precipitate which deposited was filtered with suction, the filtrate was concentrated under reduced pressure and the remaining residue was distillated under reduced pressure. 11.7 g (54.2% of theory) of S-enantiomer of the 2-hydroxypropionic acid (dimethyl-n-propyl-silyl)-methylester of a purity of 90% were obtained in this manner. Boiling point: 105°-108° C./18.6 mbar.

Workup

  1. additionwere added
  2. filtrationthe precipitate which deposited was filtered with suction
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-423e72f99288467698467d45dca6a27c
Source dataset
uspto-grants-1986_02
Patent number
US04568760

Reaction notes

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