Hydrochloric Acid → HCID 54071267, compound

HRID 355296Notes

Reaction equation

HRID 355296 reaction equation
[F:1][C@@H:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH2:3][C:4]([O:6]C)=[O:5].Cl>C(O)(=O)C>[F:1][C@@H:2]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[CH2:3][C:4]([OH:6])=[O:5]

Participants

4

Conditions

Temperature
90 °C

Procedure

In a two-necked round-bottomed flask, 98 mg (0.52 mM) of methyl (S)-3-fluorononanoate and 1 ml of acetic acid were placed. To the mixture, 1 ml of concentrated hydrochloric acid was added, followed by stirring for 4 hours at 90° C. After the reaction, ice water was added to the reaction mixture, followed by extraction with Et2O. The organic layer was sufficiently washed with distilled water and dried with anhydrous magnesium sulfate, followed by distilling-off of the solvent under reduced pressure to obtain 78 mg (0.44 mM) of (S)-3-fluorononanoic acid.

Workup

  1. additionwas added to the reaction mixture
  2. extractionfollowed by extraction with Et2O
  3. washThe organic layer was sufficiently washed with distilled water
  4. dry with materialdried with anhydrous magnesium sulfate

Sources & evidence

ORD record
ord-1bcbed4aa024460aa27b0a77022ad974
Source dataset
uspto-grants-1998_11
Patent number
US05830386

Reaction notes

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