Sodium Hydroxide → HCID 131732727, compound

HRID 1470663Notes

Reaction equation

HRID 1470663 reaction equation
C[O:2][C:3]([C:5]1[C:10]([F:11])=[C:9]([F:12])[C:8]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([CH3:27])([CH3:26])[O:20][SiH2:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[CH:15][CH:14]=2)=[C:7]([F:28])[C:6]=1[F:29])=[O:4].[OH-].[Na+]>O1CCCC1>[C:22]([SiH2:21][O:20][C:19]([CH3:27])([CH3:26])[C:16]1[CH:17]=[CH:18][C:13]([C:8]2[C:7]([F:28])=[C:6]([F:29])[C:5]([C:3]([OH:4])=[O:2])=[C:10]([F:11])[C:9]=2[F:12])=[CH:14][CH:15]=1)([CH3:25])([CH3:23])[CH3:24]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 131732728HCID 131732728, compound

Product 1

HCID 131732727HCID 131732727, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
10 °C

Procedure

To a solution of 4′-(tert-butyl-dimethyl-silanyloxymethyl)-2,3,5,6-tetrafluoro-biphenyl-4-carboxylic acid methyl ester (2.6 g, 6.0 mmol) in tetrahydrofuran (50 mL) was added an aq. solution of 5 N sodium hydroxide (20 mL). The reaction mixture was stirred and refluxed for 5 hours. The progress of the reaction was monitored by TLC. The reaction mixture was concentrated. The resulting residue was cooled to 10° C. and acidified with an aq. solution of 50% HCl. The formed precipitate was filtered, washed thoroughly with water and dried to get colorless solid (2.2 g, 88.0%).

Workup

  1. temperaturerefluxed for 5 hours
  2. concentrationThe reaction mixture was concentrated
  3. filtrationThe formed precipitate was filtered
  4. washwashed thoroughly with water
  5. customdried

Sources & evidence

ORD record
ord-33b8404f19fc4fe7823b98147e84a8c0
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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