Water → HCID 84045984, compound

HRID 625697Notes

Reaction equation

HRID 625697 reaction equation
[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[CH:4][C:3]=1[CH2:10][CH2:11][C:12]([O:14]C)=[O:13].O>[OH-].[Na+].CC(O)C>[Br:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([F:9])=[CH:4][C:3]=1[CH2:10][CH2:11][C:12]([OH:14])=[O:13]

Participants

5

Reactant 2

HCID 962WaterHCID 89826041Methyl 3-(2-bromo-3,5-difluorophenyl)propanoate

Product 1

HCID 84045984HCID 84045984, compound

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

Methyl 3-(2-bromo-3,5-difluorophenyl)propanoate (prepared as described in Step 1, 4.3 g) in aqueous NaOH (4 M, 13.5 mL) and 2-propanol (30 mL) is heated at 50° C. for 2 hours. Water is added, the mixture washed with diethyl ether, acidified to ca. pH 5 by adding concentrated aqueous HCl, and extracted twice with diethyl ether. The combined extracts of the acidified mixture are washed with brine and volatiles evaporated under reduced pressure. The resulting material (Yield 3.6 g) is used in the next step without further purification. LC (METHOD 7): tR=0.99 min.

Workup

  1. washthe mixture washed with diethyl ether
  2. additionby adding concentrated aqueous HCl
  3. extractionextracted twice with diethyl ether
  4. washThe combined extracts of the acidified mixture are washed with brine and volatiles
  5. customevaporated under reduced pressure
  6. customThe resulting material (Yield 3.6 g) is used in the next step without further purification

Sources & evidence

ORD record
ord-c0c3a2f4b8794fad9273437e85495432
Source dataset
uspto-grants-2016_04
Patent number
US09308194B2

Reaction notes

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