Lithium Hydroxide → HCID 46206781, compound

HRID 1641569Notes

Reaction equation

HRID 1641569 reaction equation
C([O:4][CH2:5][C:6]([NH:35]C(=O)C)([CH2:30][O:31]C(=O)C)[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]3[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=3)=[CH:17][C:16]=2[F:29])=[CH:11][CH:10]=1)(=O)C.[OH-].[Li+]>CO>[NH2:35][C:6]([CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]3[CH:23]=[CH:24][C:25]([CH3:28])=[CH:26][CH:27]=3)=[CH:17][C:16]=2[F:29])=[CH:13][CH:14]=1)([CH2:30][OH:31])[CH2:5][OH:4]

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57624620HCID 57624620, compound

Product 1

HCID 46206781HCID 46206781, compoundYield 29.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-{1,1-Bis(acetoxymethyl)-3-[2′-fluoro-4′-(4-methylphenoxy)biphenyl-4-yl]propyl}acetamide (0.26 g) was dissolved in methanol (10 mL), 1M aqueous lithium hydroxide solution (10 mL) was added, and the mixture was refluxed with stirring for 2 hr. The reaction mixture was concentrated, and the precipitated crystals were collected by filtration. The crude crystals were purified by preparative HPLC to give the title compound (59 mg) as white crystals.

Workup

  1. temperaturethe mixture was refluxed
  2. concentrationThe reaction mixture was concentrated
  3. filtrationthe precipitated crystals were collected by filtration
  4. customThe crude crystals were purified by preparative HPLC

Sources & evidence

ORD record
ord-343ddd181c984e64858a4edf904e805d
Source dataset
uspto-grants-2012_02
Patent number
US08114902B2

Reaction notes

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