3-(4-Fluorophenyl)butyryl chloride → 6-Fluoro-3-propyl-1-indanone

HRID 1954925Notes

Reaction equation

HRID 1954925 reaction equation
FC1C=CC(C(C)CC(Cl)=O)=CC=1.[F:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]([CH2:26][CH2:27][CH3:28])[CH2:22][C:23](Cl)=[O:24])=[CH:17][CH:16]=1>>[F:14][C:15]1[CH:20]=[C:19]2[C:18]([CH:21]([CH2:26][CH2:27][CH3:28])[CH2:22][C:23]2=[O:24])=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 232936303-(4-Fluorophenyl)butyryl chlorideHCID 232936703-(4-Fluorophenyl) hexanoyl chloride

Product 1

HCID 232935706-Fluoro-3-propyl-1-indanoneYield 98.5%

Procedure

This compound was prepared in an analogous manner to Example 18e with the replace of 3-(4-fluorophenyl)butyryl chloride with 3-(4-fluorophenyl) hexanoyl chloride (49.95 g, 0.218 mol). The dichloromethane extractions were combined, washed with deionized water (250 ml) and concentrated by spin evaporation in vacuo. The residue was coevaporated with dichloromethane (100 ml) to give 41.26 g (98%) of 6-fluoro-3-propyl-1-indanone as a golden yellow syrup:

Workup

  1. customThis compound was prepared in an analogous manner to Example 18e with the
  2. extractionThe dichloromethane extractions
  3. washwashed with deionized water (250 ml)
  4. concentrationconcentrated by spin evaporation in vacuo

Sources & evidence

ORD record
ord-78969ab1e14b40d998975c53ab665e81
Source dataset
uspto-grants-2000_09
Patent number
US06124284

Reaction notes

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