Methanol → HCID 86668204, compound

HRID 1623720Notes

Reaction equation

HRID 1623720 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:9][O:10][C:11]2[CH:28]=[CH:27][C:26]([CH:29]=[O:30])=[CH:25][C:12]=2[C:13]([O:15]CC2C=CC(F)=C(F)C=2)=[O:14])[CH:5]=[CH:6][C:7]=1[F:8].[OH-].[Li+].CO.O>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]([CH2:9][O:10][C:11]2[CH:28]=[CH:27][C:26]([CH:29]=[O:30])=[CH:25][C:12]=2[C:13]([OH:15])=[O:14])[CH:5]=[CH:6][C:7]=1[F:8]

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 3939Lithium HydroxideHCID 86668205HCID 86668205, compound

Product 1

HCID 86668204HCID 86668204, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (3,4-difluorophenyl)methyl 2-{[(3,4-difluorophenyl)methyl]oxy}-5-formylbenzoate (may be prepared by Description 100; 7 g, 16.73 mmol) in tetrahydrofuran (50 ml) was added lithium hydroxide (1.202 g, 50.2 mmol) followed by methanol (12.50 ml) and water (12.5 ml). The mixture was stirred at room temperature overnight. The mixture was then evaporated under reduced pressure to one third volume. The mixture was diluted with water (50 ml) and acidified to pH=1 using 2M aqueous HCl. The solid formed was filtered off, washed with water and air dried under vacuum to give a white solid. 4.85 g.

Workup

  1. customThe mixture was then evaporated under reduced pressure to one third volume
  2. additionThe mixture was diluted with water (50 ml)
  3. customThe solid formed
  4. filtrationwas filtered off
  5. washwashed with water and air
  6. customdried under vacuum
  7. customto give a white solid

Sources & evidence

ORD record
ord-b097ddf17bda4b2daddec395088a0a40
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

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