Pyridinium chloride → HCID 13726899, compound

HRID 1252509Notes

Reaction equation

HRID 1252509 reaction equation
[F:1][CH:2]([F:30])[C:3]([C:22]1[CH:27]=[CH:26][C:25]([O:28]C)=[CH:24][CH:23]=1)([CH3:21])[CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[C:9]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:8]=1.Cl.N1C=CC=CC=1>O>[F:30][CH:2]([F:1])[C:3]([C:22]1[CH:23]=[CH:24][C:25]([OH:28])=[CH:26][CH:27]=1)([CH3:21])[CH2:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([F:13])=[C:9]([O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:8]=1

Participants

4

Reactant 2

HCID 10176127Pyridinium chlorideHCID 13726901HCID 13726901, compound

Product 1

HCID 13726899HCID 13726899, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

27.22 g (65.68 mmol) 1,1-Difluoro-5-(4-fluoro-3-phenoxyphenyl)-2-(4-methoxyphenyl)-2-methylpentane was heated with 75.92 g (657 mmol) pyridine hydrochloride at 180° C. for 7 hours. It was then added to water, extracted with ethyl acetate, and the organic phase washed until it was neutral, dried over Na2SO4 and evaporated. After chromatography on silica gel, using toluene/ethyl acetate, 24.5 g of the desired product remained i.e. 93.1% of theory. Refractive index nD20 : 1.5571.

Workup

  1. extractionextracted with ethyl acetate
  2. washthe organic phase washed until it
  3. dry with materialdried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-38c11b872904473fb4b2c4b7804c79a2
Source dataset
uspto-grants-1988_05
Patent number
US04743622

Reaction notes

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