Methanol → HCID 86668206, compound

HRID 1623724Notes

Reaction equation

HRID 1623724 reaction equation
[OH-].[Li+].CO.O.[F:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][O:14][C:15]2[CH:31]=[CH:30][C:29]([CH:32]=[O:33])=[CH:28][C:16]=2[C:17]([O:19]CC2C=CC(F)=CC=2)=[O:18])=[CH:9][CH:8]=1>O1CCCC1>[F:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][O:14][C:15]2[CH:31]=[CH:30][C:29]([CH:32]=[O:33])=[CH:28][C:16]=2[C:17]([OH:19])=[O:18])=[CH:11][CH:12]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 86668207HCID 86668207, compound

Product 1

HCID 86668206HCID 86668206, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium hydroxide (0.75 g, 31.4 mmol), methanol (25 ml) and water (25 ml) were added to a solution of (4-fluorophenyl)methyl 2-{[(4-fluorophenyl)methyl]oxy}-5-formylbenzoate (may be prepared as described in Description 104; 4 g, 10.46 mmol) in tetrahydrofuran (100 ml). The mixture was stirred at room temperature overnight. The mixture was evaporated to half volume, diluted with water (100 ml) and acidified with 1M aqueous hydrochloric acid to adjust the pH to 1. The mixture was stirred at room temperature and the solid formed was filtered, washed with water (50 ml) and air dried under vacuum to yield the title compound as a white solid. 2.85 g.

Workup

  1. customThe mixture was evaporated to half volume
  2. additiondiluted with water (100 ml)
  3. stirringThe mixture was stirred at room temperature
  4. customthe solid formed
  5. filtrationwas filtered
  6. washwashed with water (50 ml) and air
  7. customdried under vacuum

Sources & evidence

ORD record
ord-cb24f0856d80482bafac838eaba53d7b
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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