Water → HCID 67107052, compound

HRID 1623737Notes

Reaction equation

HRID 1623737 reaction equation
[OH-].[Li+].O.[F:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][O:12][C:13]2[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][C:14]=2[C:15]([O:17]CC2C=CC(F)=CC=2)=[O:16])=[CH:7][CH:6]=1>O1CCCC1>[F:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][O:12][C:13]2[CH:29]=[CH:28][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:26][C:14]=2[C:15]([OH:17])=[O:16])=[CH:7][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 3939Lithium HydroxideHCID 67107202(4-Fluorophenyl)methyl 2-{[(4-fluorophenyl)methyl]oxy}-5-(trifluoromethyl)benzoate

Product 1

HCID 67107052HCID 67107052, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium hydroxide (0.70 g, 29.1 mmol) and water (20 ml) were added to a solution of (4-fluorophenyl)methyl 2-{[(4-fluorophenyl)methyl]oxy}-5-(trifluoromethyl)benzoate (may be prepared as described in Description 118; 4.1 g, 9.71 mmol) in tetrahydrofuran (100 ml) and the mixture was heated to reflux for 2 hours. The mixture was evaporated under reduced pressure on a buchi. Water (100) ml was added and the mixture was acidified to pH=1 using 2M aqueous hydrochloric acid. The precipitate was filtered and washed with water (2×50 ml). The solid was dried in air, under vacuum to yield the title compound as a white solid. 2.39 g

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 2 hours
  3. customThe mixture was evaporated under reduced pressure on a buchi
  4. additionWater (100) ml was added
  5. filtrationThe precipitate was filtered
  6. washwashed with water (2×50 ml)
  7. customThe solid was dried in air, under vacuum

Sources & evidence

ORD record
ord-384201f4f57c4b4d99a5a56a749bf4eb
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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