HCID 58335251, compound → HCID 58335263, compound

HRID 2060622Notes

Reaction equation

HRID 2060622 reaction equation
C([O:3][CH:4](OCC)[C:5]1[C:10]([F:11])=[CH:9][C:8]([C:12]([OH:15])([CH3:14])[CH3:13])=[CH:7][C:6]=1[F:16])C>C1COCC1.O>[F:11][C:10]1[CH:9]=[C:8]([C:12]([OH:15])([CH3:14])[CH3:13])[CH:7]=[C:6]([F:16])[C:5]=1[CH:4]=[O:3]

Participants

4

Reactant 1

HCID 58335251HCID 58335251, compound

Product 1

HCID 58335263HCID 58335263, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Amberlist-15(wet) (0.64 g, 6.56 mmol) was added to a solution of 2-[4-(diethoxymethyl)-3,5-difluorophenyl]propan-2-ol (1.8 g, 6.56 mmol) in THF (33 mL) and water (5.3 mL). The mixture was vigorously stirred under argon at room temperature overnight. The reaction was then filtered through a fritted funnel. The filtrate was diluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate, dried over magnesium sulfate, filtered, and concentrated in vacuo to afford the title compound. 1H NMR (400 MHz, CDCl3): δ 10.23 (s, 1H), 7.05 (d, 2H), 5.23 (s, 1H), 1.50 (s, 6H).

Workup

  1. filtrationThe reaction was then filtered through a fritted funnel
  2. additionThe filtrate was diluted with ethyl acetate
  3. washwashed with saturated aqueous sodium bicarbonate
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8ff52db615e14b469ae819ec7d98e90d
Source dataset
uspto-grants-2012_10
Patent number
US08278335B2

Reaction notes

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