Hydrochloric Acid → HCID 68512906, compound

HRID 1260402Notes

Reaction equation

HRID 1260402 reaction equation
C([O:3][C:4](=O)[CH2:5][CH2:6][C:7]([C:10](=[O:12])[NH2:11])([F:9])[F:8])C.C(O)C.[O-]CC.[Na+].Cl>C(O)C.O1CCOCC1>[F:8][C:7]1([F:9])[CH2:6][CH2:5][C:4](=[O:3])[NH:11][C:10]1=[O:12]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 23706232Ethanol sodium ethoxideHCID 86647023HCID 86647023, compound2×

Product 1

HCID 68512906HCID 68512906, compoundYield 82.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

4-carbamoyl-4,4-difluoro butyric acid ethyl ester (18 g) synthesized in Section (2) was dissolved in ethanol (100 mL) and a 1.0 N sodium ethoxide ethanol solution (105 mL) was slowly added thereto. After stirring for 3 hours at room temperature, the mixture was adjusted to a pH of 3 to 4 by addition of 3.0 N hydrochloric acid in dioxane, and the resulting NaCl was removed by filtration. The highly viscous oil was slurried with diethyl ether (100 mL). The resulting white solid was filtered and dried to give 11.4 g of the title compound.

Workup

  1. customthe resulting NaCl was removed by filtration
  2. filtrationThe resulting white solid was filtered
  3. customdried

Sources & evidence

ORD record
ord-08e553f04f3c430ca64ba70ce174b990
Source dataset
uspto-grants-2013_06
Patent number
US08470836B2

Reaction notes

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