Formic Acid → HCID 18787925, compound

HRID 1106377Notes

Reaction equation

HRID 1106377 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:18][CH2:17][C:12]3(OCC[O:13]3)[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[I:8].C(O)=O>C1(C)C=CC=CC=1.O>[F:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH2:10][CH2:11][C:12](=[O:13])[CH2:17][CH2:18]2)[CH:5]=[CH:6][C:7]=1[I:8]

Participants

5

Reactant 2

HCID 284Formic Acid2×HCID 187879248-(3-Fluoro-4-iodophenyl)-1,4-dioxaspiro[4.5]decane

Product 1

HCID 18787925HCID 18787925, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Conditions

Temperature
25 °C

Procedure

128.0 g of 8-(3-fluoro-4-iodophenyl)-1,4-dioxaspiro-[4.5]decane and 320 ml of formic acid were dissolved in 750 ml of toluene and stirred at 25° C. overnight, the HCOOH phase was run off, diluted with 2 1 of water and extracted twice with toluene, and the toluene phases were washed with water and sodium hydrogencarbonate solution until neutral, dried and evaporated. The crude product was recrystallized at -25° C. from 100 ml of hexane containing a few drops of ethyl acetate, giving 4-(3-fluoro-4-iodophenyl)cyclohexanone.

Workup

  1. extractionextracted twice with toluene
  2. washthe toluene phases were washed with water and sodium hydrogencarbonate solution until neutral,
  3. customdried
  4. customevaporated
  5. customThe crude product was recrystallized at -25° C. from 100 ml of hexane containing a few drops of ethyl acetate

Sources & evidence

ORD record
ord-e8171bc28e1849e9ba4125157114380d
Source dataset
uspto-grants-2000_05
Patent number
US06057006

Reaction notes

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