Hydrochloric Acid → HCID 86716098, compound

HRID 627537Notes

Reaction equation

HRID 627537 reaction equation
[F:1][C:2]([F:22])([F:21])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:16]([O:18]CC)=[O:17])[C:11]([O:13]CC)=[O:12])=[CH:6][CH:5]=1.[OH-].[Na+].Cl>>[F:1][C:2]([F:21])([F:22])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([C:16]([OH:18])=[O:17])[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86716099HCID 86716099, compound

Product 1

HCID 86716098HCID 86716098, compound

Conditions

Temperature
100 °C

Procedure

A mixture of diethyl 2-(4-(trifluoromethoxy)phenyl)malonate (5.6 g, 17.486 mmol, Intermediate 58, step a) and an aqueous 3 M NaOH solution were stirred in a 100° C. oil bath for 1 hour, cooled to RT, poured into ice water and acidified with 6N HCl. The aqueous mixture was extracted with EtOAc. The EtOAc extract was dried over Na2SO4, filtered, and evaporated in vacuo to provide the title compound.

Workup

  1. temperaturecooled to RT
  2. extractionThe aqueous mixture was extracted with EtOAc
  3. extractionThe EtOAc extract
  4. dry with materialwas dried over Na2SO4
  5. filtrationfiltered
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-5be40d3bbd4d4e81911caaaf17000041
Source dataset
uspto-grants-2016_04
Patent number
US09309222B2

Reaction notes

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